ES2342344T3 - Antagonistas de npy-y5. - Google Patents

Antagonistas de npy-y5. Download PDF

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Publication number
ES2342344T3
ES2342344T3 ES08014713T ES08014713T ES2342344T3 ES 2342344 T3 ES2342344 T3 ES 2342344T3 ES 08014713 T ES08014713 T ES 08014713T ES 08014713 T ES08014713 T ES 08014713T ES 2342344 T3 ES2342344 T3 ES 2342344T3
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Yasuyuki Shionogi & Co. Ltd Kawanishi
Hideyuki Shionogi & Co. Ltd Takenaka
Kohji Shionogi & Co. Ltd Hanasaki
Tetsuo Shionogi & Co. Ltd Okada
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Shionogi and Co Ltd
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
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    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/4965—Non-condensed pyrazines
    • A61K31/497—Non-condensed pyrazines containing further heterocyclic rings
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    • A61K31/34—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide
    • A61K31/341—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide not condensed with another ring, e.g. ranitidine, furosemide, bufetolol, muscarine
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    • A61K31/4035—Isoindoles, e.g. phthalimide
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    • A61K31/421—1,3-Oxazoles, e.g. pemoline, trimethadione
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Abstract

Un compuesto de la fórmula: **(Ver fórmula)** o una sal o un solvato farmacéuticamente aceptable del mismo.

Description

Antagonistas de NPY-Y5.
Ámbito técnico
La presente invención se refiere a una composición farmacéutica para utilizar como antagonista del receptor de NPY-Y5, en especial, como agente contra la obesidad y a nuevos compuestos que tengan actividad contra la obesidad.
Antecedentes de la invención
El neuropéptido Y (llamada a continuación NPY) es un péptido formado por 36 restos aminoácido y en 1982 se aisló del cerebro porcino. El NPY está ampliamente distribuido en el sistema nervioso central y tejidos periféricos de seres humanos y de animales.
Se ha publicado que el NPY posee actividad estimulante de la ingestión de comida, actividad anti-apoplejía, actividad de facilitar el aprendizaje, actividad antiansiedad, actividad antiestrés, etc. en el sistema nervioso central, y puede intervenir de modo crucial en enfermedades del sistema nervioso central, tales como la depresión, la enfermedad de Alzheimer y la enfermedad de Parkinson. Se cree que el NPY está asociado con las enfermedades cardiovasculares, porque induce la contracción de los músculos lisos, tales como los vasos sanguíneos o los músculos cardíacos de tejidos periféricos. Además, se sabe también que el NPY interviene en las enfermedades metabólicas, tales como la obesidad, la diabetes y las anomalías hormonales (Trends in Pharmacological Sciences, vol. 15, 153, 1994). Se espera, pues, que el antagonista de receptor de NPY sea un fármaco eficaz para prevenir o tratar diversas enfermedades, en las que interviene el receptor de NPY.
Ahora se han identificado los subtipos Y1, Y2, Y3, Y4, Y5 e Y6 de receptores de NPY (Trends in Pharmacological Sciences, vol. 18, 372, 1997). Se ha sugerido que el receptor Y5 interviene por lo menos en el comportamiento de alimentación y se espera que su antagonista sea un agente contra la obesidad (Peptides, vol. 18, 445, 1997).
Los compuestos de quinazolina que tienen estructuras similares a las de los compuestos de la presente invención y despliegan actividad antagonista contra el receptor del NPY se han descrito en los documentos WO 97/20820, WO 97/20821, WO 97/20823 y similares. Se ha descrito además que los derivados de urea que tienen un grupo sulfonamida y los derivados de amida que tienen un grupo sulfonilo en WO 99/64349 y los derivados de bencil-sulfonamida en EP-1010691-A, tienen actividad antagonista del NPY.
Los compuestos que tienen estructuras similares a las de los compuestos de la presente invención se describen en los documentos JP 59-16871-A y WO 97/15567. Sus actividades son completamente diferentes de las de la presente invención y estos documentos no sugieren la finalidad que es objeto de la presente invención.
Descripción de la invención
Es objeto de la presente invención proporcionar una composición farmacéutica superior para el uso como antagonista de receptor de NPY Y5 y nuevos compuestos que tengan dicha actividad.
La presente invención proporciona un compuesto de la fórmula
1
o una sal o un solvato farmacéuticamente aceptable del mismo;
una composición farmacéutica que contiene un compuesto de la fórmula:
2
o una sal o un solvato farmacéuticamente aceptable del mismo;
un compuesto de la fórmula:
3
o una sal o un solvato farmacéuticamente aceptable del mismo para usar en el tratamiento de la obesidad.
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El mejor modo de poner en práctica la invención
Los compuestos de la presente invención incluyen a todas las sales que puedan formarse a partir de los mismos y sean farmacéuticamente aceptables. Los ejemplos de "sales farmacéuticamente aceptables" son las sales de ácidos inorgánicos, tales como el ácido clorhídrico, ácido sulfúrico, ácido nítrico y ácido fosfórico; las sales de ácidos orgánicos, tales como el ácido para-toluenosulfónico, ácido metanosulfónico, ácido oxálico y ácido cítrico; las sales de bases orgánicas, tales como las sales de amonio, de trimetilamonio y de trietilamonio; las sales de metales alcalinos, tales como el sodio y el potasio; y las sales de metales alcalinotérreos, tales como el calcio y el magnesio.
Los compuestos de la presente invención incluyen a sus solvatos. Son preferidos los hidratos y son arbitrarios los números de moléculas de agua que pueden coordinarse con el compuesto de la presente invención.
Si el compuesto (I) de la presente invención tiene un átomo de carbono asimétrico, entonces incluirá a los racematos, a todos los enantiómeros y a todos los estereoisómeros, por ejemplo los diastereoisómeros, los epímeros y los enantiómeros de los mismos.
Si el compuesto (I) de la presente invención tiene uno o más dobles enlaces, entonces formará isómeros E (trans) o Z (cis) y el compuesto (I) incluye a ambos isómeros. Si X es un cicloalquileno, el compuesto (I) incluye tanto al isómero cis como al isómero trans.
Por ejemplo, el compuesto (I) de la presente invención puede sintetizarse con arreglo al siguiente método (esquemas ilustrativos).
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(Compuestos en los que Y = CONR^{7})
4
en el que Hal es halógeno, Q es un grupo protector de amino y los demás símbolos tienen el significado definido anteriormente.
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Paso A
Se hace reaccionar el compuesto 1 con el compuesto amino 2 que tiene el sustituyente deseado Z y R^{7}, en un disolvente adecuado de 0ºC a 50ºC durante un período de tiempo, de varios minutos a varias horas. Como disolvente puede utilizarse el tetrahidrofurano, dimetilformamida, éter de dietilo, diclorometano, tolueno, benceno, xileno, ciclohexano, hexano, cloroformo, acetato de etilo, acetato de butilo, pentano, heptano, dioxano, acetona, acetonitrilo, agua, las mezclas de los mismos, etc. Si fuera necesario puede utilizarse un activador, por ejemplo el cloruro de tionilo, un haluro de ácido, un anhídrido de ácido o un éster activado.
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Paso B
Se desprotege el compuesto 3 por el método habitual y se hace reaccionar con un haluro de sulfonilo 4 que tiene el sustituyente deseado R^{1}, en un disolvente adecuado, de 0ºC a 50ºC, durante un período de tiempo entre varios minutos y varias horas, obteniéndose el compuesto (I-A), en el que n es el número 2. Como disolvente puede utilizarse el tetrahidrofurano, dimetilformamida, éter de dietilo, diclorometano, tolueno, benceno, xileno, ciclohexano, hexano, cloroformo, acetato de etilo, acetato de butilo, pentano, heptano, dioxano, acetona, acetonitrilo, agua, o las mezclas de los mismos.
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Paso C
Puede sintetizarse el compuesto (I-B), en el que n es el número 1, haciendo reaccionar el compuesto 3 con un haluro de sulfinilo 5 que tenga un sustituyente R^{1}. Las condiciones para esta reacción son las mismas que las indicadas antes para el paso B.
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Paso D
Se oxida el compuesto (I-B) obtenido en el paso C por el método habitual, obteniéndose el compuesto (I-A), en el que n es el número 2. Como oxidante puede utilizarse el ácido m-cloroperbenzoico, ácido peracético, peróxido de hidrógeno, ácido trifluorperacético, peryodato sódico, hipoclorito sódico, permanganato potásico, etc. y puede llevarse a cabo la reacción entre 0ºC y 50ºC. Son ejemplos de disolventes el tetrahidrofurano, dimetilformamida, éter de dietilo, diclorometano, tolueno, benceno, xileno, ciclohexano, hexano, cloroformo, acetato de etilo, acetato de butilo, pentano, heptano, dioxano, acetona, acetonitrilo, agua, metanol, etanol, isopropanol y las mezclas de los mismos.
En el caso de que X sea heterociclodiilo que contiene por lo menos un átomo de N y el átomo de N está unido a CONR^{7}-Z del compuesto (I), puede efectuarse la siguiente reacción para obtener el compuesto (I-A') o (I-B'). El paso D puede efectuarse inmediatamente después del paso C o del paso E.
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5 
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en la que R es alquilo inferior o arilo y L es un grupo saliente.
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Paso C
Se hace reaccionar el compuesto 5 con el compuesto 6 de manera similar a la descrita en el anterior paso C, obteniéndose el compuesto 7.
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Paso E
Se trata el compuesto obtenido 7 con una base en un disolvente adecuado, obteniéndose el compuesto 8. Como base puede utilizarse por ejemplo el hidróxido de bario, hidróxido sódico, hidróxido potásico, hidrazina o propanotiolato de litio. Como disolvente puede utilizarse por ejemplo el tetrahidrofurano, dimetilformamida, dioxano, acetona, acetonitrilo, metanol, etanol, propanol, agua, una mezcla de los mismos u otro disolvente similar. La reacción puede efectuarse entre 0ºC y 100ºC durante un período de tiempo comprendido entre varios minutos y varias decenas de horas.
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Paso F
Se hace reaccionar el compuesto 8 con el compuesto 9 que tiene un grupo saliente y un sustituyente deseado, en un disolvente adecuado, en presencia o ausencia de una base, entre 0ºC y 100ºC, durante un período de tiempo comprendido entre varios minutos y varios días, obteniéndose el compuesto (I-B'). Los ejemplos de grupos salientes son fenoxi, cloro y triclorometilo. Los ejemplos de base son la trietilamina, piridina, diisopropiletilamina, hidróxido sódico, carbonato potásico e hidrogenocarbonato sódico. Los ejemplos de disolvente son el tetrahidrofurano, dimetilformamida, éter de dietilo, diclorometano, tolueno, benceno, xileno, ciclohexano, hexano, cloroformo, acetato de etilo, acetato de butilo, pentano, heptano, dioxano, acetona, acetonitrilo, metanol, etanol y las mezclas de
los mismos.
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Paso D
Se hace reaccionar el compuesto (I-B') de manera similar a la descrita en el anterior paso D, obteniéndose el compuesto (I-A').
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(Compuestos en el que Y = NR^{7}CO)
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6 
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en el que cada uno de los símbolos tiene el significado definido anteriormente.
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Paso G y paso B
Se hace reaccionar el compuesto 10 con el compuesto 11 en las mismas condiciones de reacción que en el paso B. Se hace reaccionar el compuesto 12 así obtenido de modo similar al descrito en el anterior paso B, obteniéndose el compuesto (I-C), en el que n = 2.
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Paso C y Paso D
Para sintetizar el compuesto (I-D), se hace reaccionar el compuesto 12 obtenido en el paso G de manera similar a la descrita en el paso C y el paso D.
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(Compuestos en los que Y = OCONR^{7})
7
en el que cada uno de los símbolos tiene el significado definido anteriormente.
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Paso H
Se hace reaccionar el compuesto 13 con el compuesto isocianato 14 que tiene un sustituyente Z, en un disolvente adecuado, en presencia o ausencia de un catalizador idóneo, entre 0ºC y 100ºC, durante un período de tiempo comprendido entre varios minutos y varios días, obteniéndose el compuesto 15. Los ejemplos de disolvente son el tetrahidrofurano, dimetilformamida, éter de dietilo, diclorometano, tolueno, benceno, xileno, ciclohexano, hexano, cloroformo, acetato de etilo, acetato de butilo, pentano, heptano, dioxano, acetona, acetonitrilo y las mezclas de los mismos.
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Paso C y paso D
Se hace reaccionar el compuesto así obtenido 15 de manera similar a la descrita en los pasos C y D, obteniéndose el compuesto (I-E) de la presente invención.
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(Compuestos, en los que Y = CSNR^{7} o NR^{7}CS)
Puede sintetizarse el compuesto (I), en el que Y es CSNR^{7} o NR^{7}CS por reacción del compuesto (I), en el que Y es CONR^{7} o NR^{7}CO, sintetizado con arreglo a uno cualquiera de los métodos anteriores, con el reactivo de Lawesson o pentasulfuro de fósforo, en un disolvente adecuado, entre 30ºC y 100ºC, durante un período de tiempo entre varios minutos y varias horas. Los ejemplos de disolvente son el tetrahidrofurano, dimetilformamida, éter de dietilo, diclorometano, tolueno, benceno, xileno, ciclohexano, hexano, cloroformo, acetato de etilo, acetato de butilo, pentano, heptano, dioxano, acetona, acetonitrilo y las mezclas de los mismos.
Los grupos amino pueden protegerse con un grupo protector apropiado del modo habitual en un paso oportuno. Como grupos protectores pueden utilizarse, por ejemplo, la ftalimida, (alcoxi inferior)-carbonilo, (alqueniloxi inferior)-carbonilo, halógeno-alcoxicarbonilo, aril-alcoxi (inferior)-carbonilo, trialquilsililo, (alquilo inferior)-sulfonilo, halógeno-(alquilo (inferior))-sulfonilo, arilsulfonilo, (alquilo inferior)-carbonilo y arilcarbonilo.
Después de haber protegido al grupo amino se somete el compuesto a las reacciones antes mencionadas y se desprotege el compuesto obtenido por tratamiento de un ácido o una base, en un disolvente adecuado, en un estadio oportuno. Los ejemplos de disolvente son el tetrahidrofurano, dimetilformamida, éter de dietilo, diclorometano, tolueno, benceno, xileno, ciclohexano, hexano, cloroformo, acetato de etilo, acetato de butilo, pentano, heptano, dioxano, acetona, acetonitrilo y las mezclas de los mismos. Los ejemplos de base son la hidrazina, piridina, hidróxido sódico e hidróxido potásico y los ejemplos de ácidos son el ácido clorhídrico, el ácido trifluoracético y el ácido fluorhídrico.
Todos los compuestos de la presente invención tienen actividad antagonista contra el NPY Y5.
El antagonista de receptor NPY-Y5 de la presente invención es eficaz contra todas las enfermedades, en las que participa el NPY-Y5 y es especialmente útil para prevenir y/o tratar la obesidad y suprimir la ingestión de comida. Además, el antagonista es eficaz para prevenir y/o tratar las enfermedades, en las que la obesidad es un factor de riesgo, por ejemplo, la diabetes, la hipertensión, la hiperlipemia, la aterosclerosis y el síndrome coronario agudo.
Además, el antagonista del receptor NPY-Y5 de la presente invención tiene una afinidad baja con respecto a los receptores NPY-Y1 e Y2 y tiene una selectividad elevada para el receptor NPY-Y5. El NPY produce una acción de vasoconstricción sostenida en la periferia y esta acción se realiza principalmente mediante el receptor Y1. Dado que el receptor Y5 no interviene en esta acción en absoluto, el antagonista del receptor NPY-Y5 conlleva un bajo riesgo de inducir efectos secundarios en la vasoconstricción periférica y se espera que sea convenientemente empleado como medicamento seguro.
El antagonista del receptor NPY-Y5 despliega su efecto anti-obesidad suprimiendo la ingestión de comida. Por consiguiente, una de sus características es que este antagonista no induce efectos secundarios, p. ej., una indigestión provocada por un agente anti-obesidad, que inhiba la digestión y la absorción y un efecto secundario muy importante, por ejemplo la anti-depresión causada por el inhibidor del transportador de serotonina, que presenta un efecto anti-obesidad.
Un compuesto de la presente invención puede administrarse por vía oral o parenteral como agente anti-obesidad o anoréctico. En el caso de la administración oral, esta podrá realizarse en cualquier forma de presentación, por ejemplo tabletas, gránulos, polvos, cápsulas, píldoras, soluciones, jarabes, tabletas bucales y tabletas sublinguales. Si se administra el compuesto por vía parenteral, entonces es preferida cualquier forma habitual, por ejemplo inyecciones (p. ej. intravenosa o intramuscular), supositorios, agentes intradérmicos y vapores. Es preferida en especial la administración oral porque los compuestos de la presente invención presentan una gran absorbabilidad oral.
Puede fabricarse una composición farmacéutica mezclando una cantidad eficaz de un compuesto de la presente invención con varios aditivos farmacéuticos idóneos para la forma de administración, por ejemplo excipientes, aglutinantes, agentes humectantes, desintegrantes, lubricantes y diluyentes. Cuando la composición es una inyección, el ingrediente activo y el vehículo apropiado pueden esterilizarse para fabricar la composición farmacéutica.
Los ejemplos de excipientes incluyen la lactosa, la sacarosa, la glucosa, el almidón, el carbonato cálcico y la celulosa cristalina. Los ejemplos de aglutinantes incluyen a la metilcelulosa, la carboximetilcelulosa, la hidroxipropilcelulosa, la gelatina y la polivinilpirrolidona. Los ejemplos de desintegrantes incluyen a la carboximetilcelulosa, la carboximetilcelulosa sódica, el almidón, el alginato sódico, el agar y el lauril-sulfato sódico. Los ejemplos de lubricantes incluyen al talco, estearato magnésico y macrogol. Como material base de los supositorios puede emplearse el aceite de cacao, macrogol, metilcelulosa, etc. Si la composición se fabrica en forma de soluciones, inyecciones de emulsión o inyecciones de suspensión, pueden añadírsele acelerantes de disolución, agentes de suspensión, emulsionantes, estabilizantes, conservantes, agentes isotónicos y similares. Para la administración oral pueden añadirse edulcorantes, aromas y similares.
Aunque la dosis de un compuesto de la presente invención en su condición de agente anti-obesidad o agente anoréctico debería determinarse tomando en consideración la edad del paciente, su peso corporal, el tipo y grado de su enfermedad, la vía de administración, etc., la dosis oral habitual para adultos podría situarse entre 0,05 y 100 mg/kg/día y con preferencia entre 0,1 y 10 mg/kg/día. Para la administración parenteral, aunque la dosis varía mucho en función de la vía de administración, la dosis diaria podría situarse entre 0,005 y 10 mg/kg/día, con preferencia entre 0,01 y 1 mg/kg/día. La dosis puede administrarse de una vez o dividirse en varias subdosis al día.
La presente invención se ilustra además mediante los siguientes ejemplos y ensayos.
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Ejemplos de referencia
(No incluidos en la presente invención, excepto el compuesto Ia-178)
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Ejemplo 1 Síntesis del compuesto (I-7)
Paso 1
8 
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Se disuelve el carbonato sódico (995 mg, 9,38 mmoles) en 30 ml de agua y se le añaden el material de partida aminoácido (1,0 g, 8,53 mmoles) y la N-carbetoxiftalimida (2,49 g, 11,4 mmoles). Se agita la mezcla a temperatura ambiente durante una noche. Se ajusta el pH de la mezcla a 1 añadiendo ácido clorhídrico conc. Se lavan los cristales precipitados con agua y se secan, obteniéndose el compuesto deseado (1,72 g, rendimiento = 82%).
RMN-H^{1} (CD_{3}OD) \delta ppm = 1,59-1,77 (m, 4H), 2,34 (t, 2H, J = 6,3 Hz), 3,69 (t, 2H, J = 6,6 Hz), 7,78-7,87 (m, 4H).
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Paso 2
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9 
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Se disuelve a temperatura ambiente el compuesto obtenido en el paso 1 (1,0 g, 4,0 mmoles) en 5 ml de diclorometano. Se añaden el cloruro de oxalilo (0,459 ml, 5,2 mmoles) y cantidades traza de DMF a la mezcla enfriando con hielo y se hace reaccionar la mezcla enfriando con hielo y a temperatura ambiente, durante 30 min en cada caso. Después de eliminar el disolvente a presión reducida se añaden 5 ml de diclorometano. Enfriando con hielo se añaden la 4-butilanilina (664 mg, 4,4 mmoles) y la trietilamina (0,564 ml, 4,4 mmoles) y se deja reaccionar la mezcla a temperatura ambiente durante 30 min. Se vierte la mezcla reaccionante sobre agua y se extrae con cloroformo. Se lava la fase orgánica con agua y se seca con sulfato magnésico anhidro. Se elimina el disolvente a presión reducida y se purifica el residuo por cromatografía a través de gel de sílice, obteniéndose el compuesto deseado (1,49 g, rendimiento = 97%).
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,91 (t, 3H, J = 7,5 Hz), 1,27-1,39 (m, 2H), 1,51-1,62 (m, 2H), 1,72-1,84 (m, 4H), 2,40-2,46 (m, 2H), 2,56 (t, 2H, J = 7,5 Hz), 3,76 (t, 1H, J = 5,7 Hz), 7,12 (d, 2H, J = 7,8 Hz), 7,33 (s, 1H), 7,42 (d, 2H, J = 8,1 Hz), 7,71-7,73 (m, 2H), 7,83-7,86 (m, 2H).
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Paso 3
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10 
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Después de disolver el compuesto obtenido en el paso 2 (1,49 g, 3,9 mmoles) en 30 ml de etanol se añade la hidrazina monohidratada (0,591 mg, 11,8 mmoles) y se deja reaccionar la mezcla a 50ºC durante 3 horas. Se elimina el disolvente, se añade 1 mol/l de NaOH acuoso y se extrae la solución con acetato de etilo. Se lava la fase orgánica con agua y se seca con sulfato magnésico anhidro. Se elimina el disolvente a presión reducida, obteniéndose el compuesto deseado (808 mg, rendimiento = 83%).
RMN-H^{1} (CD_{3}OD) \delta ppm = 0,93 (t, 3H, J = 7,2 Hz), 1,28-1,40 (m, 2H), 1,50-1,62 (m, 4H), 1,67-1,77 (m, 2H), 2,37 (t, 2H, J = 7,5 Hz), 2,56 (t, 2H, J = 7,8 Hz), 2,68 (t, 2H, J = 7,2 Hz), 7,11 (d, 2H, J = 8,1 Hz), 7,42 (d, 2H, J = 8,4 Hz).
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Paso 4
11
Se suspende el compuesto obtenido en el paso 3 (808 mg, 3,25 mmoles) en 5 ml de diclorometano enfriando con hielo y se le añaden el cloruro de isopropilsulfonilo (696 mg, 4,9 mmoles) y trietilamina (494 mg, 4,9 mmoles). Después de que la mezcla haya reaccionado enfriando con hielo durante una hora, se vierte la mezcla reaccionante sobre agua y se extrae con cloroformo. Se lava la fase orgánica con agua y se seca con sulfato magnésico anhidro. Se elimina el disolvente a presión reducida y se purifica el residuo por cromatografía a través de gel de sílice, obteniéndose el compuesto deseado en un rendimiento cuantitativo.
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,91 (t, 3H, J = 7,2 Hz), 1,27-1,40 (m, 2H), 1,36 (d, 6H, J = 6,6 Hz), 1,51-1,69 (m, 4H), 1,77-1,86 (m, 2H), 2,38 (t, 2H, J = 7,2 Hz), 2,56 (t, 2H, J = 7,5 Hz), 3,12-3,21 (m, 3H), 4,38 (t, 1H, J = 5,7 Hz), 7,11 (d, 2H, J = 8,4 Hz), 7,36-7,41 (m, 3H).
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Ejemplo 2 Síntesis del compuesto (I-10)
12
Se sintetiza el compuesto deseado de modo similar al paso 4 del ejemplo 1, excepto que se añaden el cloruro de tert-butilsulfinilo (689 mg, 4,9 mmoles) y la trietilamina (494 mg, 4,9 mmoles) al compuesto obtenido en el paso 3 del ejemplo 1.
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,91 (t, 3H, J = 7,5 Hz), 1,22 (s, 9H), 1,30-1,37 (m, 2H), 1,51-1,68 (m, 4H), 1,76-1,86 (m, 2H), 2,31-2,40 (m, 2H), 2,56 (t, 2H, J = 7,5 Hz), 3,15-3,26 (m, 3H), 7,11 (t, 2H, J = 8,7 Hz), 7,42 (d, 2H, J = 8,1 Hz), 7,54 (s, 1H).
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Ejemplo 3 Síntesis del compuesto (I-11)
13
Se disuelve el compuesto obtenido en el ejemplo 2 (352 mg, 1,0 mmoles) en 5 ml de diclorometano enfriando con hielo y se añade a la solución el mCPBA (259 mg, 1,5 mmoles). Se deja reaccionar la solución a temperatura ambiente durante una hora y se filtra el material insoluble. Se lava sucesivamente el líquido filtrado con 1 mol/l de NaOH, Na_{2}S_{2}O_{5} y agua, y se seca con sulfato magnésico anhidro. Se elimina el disolvente a presión reducida y se purifica el residuo por cromatografía a través de gel de sílice, obteniéndose el compuesto deseado (338 mg, rendimiento = 92%).
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,91 (t, 3H, J = 7,5 Hz), 1,29-1,39 (m, 2H), 1,39 (s, 9H), 1,51-1,68 (m, 4H), 1,76-1,84 (m, 2H), 2,37 (t, 2H, J = 7,5 Hz), 2,56 (t, 2H, J = 7,8 Hz), 3,19-3,26 (m, 2H), 4,20 (t, 1H, J = 5,7 Hz), 7,11 (t, 2H, J = 8,1 Hz), 7,42 (d, 2H, J = 8,7 Hz), 7,46 (s, 1H).
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Ejemplo 4 Síntesis del compuesto (I-72)
Paso 1
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14
Se disuelve el material de partida aminoácido (una mezcla de los isómeros cis y trans) (1,0 g, 8,53 mmoles) en 7,5 ml de metanol. Se añade el cloruro de tionilo (1,0 ml, 13,7 mmoles) a la mezcla enfriando con hielo y se agita la mezcla a temperatura ambiente durante una noche. Se concentra la mezcla a presión reducida, se le añade éter de dietilo y se filtran los cristales precipitados. Se lavan los cristales con éter de dietilo y se secan, obteniéndose el compuesto deseado (1,25 g, rendimiento = 93%). RMN-H^{1} (CDCl_{3}) \delta ppm = 1,50-2,60 (m, 9H), 3,08-3,36 (m, 1H), 3,67 (s, 3H, CO_{2}Me del isómero cis), 3,71 (s, 3H, CO_{2}Me del isómero trans), 8,15-8,55 (m, 3H).
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Paso 2
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15
Se sintetiza la sulfonamida deseada (una mezcla de los isómeros cis y trans) a partir del material éster de metilo de manera similar a la descrita en los pasos 3 del ejemplo 1 y ejemplo 2.
Isómero cis:
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,39 (s, 9H), 1,52-1,99 (m, 8H), 2,43-2,53 (m, 1H), 3,42-3,55 (m, 1H), 3,69 (s, 3H), 3,85 (d, 1H, J = 9,0 Hz).
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Paso 3
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16
Se disuelve el material de partida sulfonamida (19,4 g, 70,0 mmoles, una mezcla de los isómeros cis y trans) en 30 ml de metanol. A esta la mezcla se le añade metóxido sódico del 28% (284 ml, 140,0 mmoles) y se mantiene en agitación a reflujo, después se enfría con hielo. Después de eliminar el disolvente, se diluye el residuo con cloroformo y se le añade 1 mol/l de HCl con agitación enfriando con hielo, hasta que el pH de la fase acuosa se sitúa en 3. Se extrae la fase acuosa con cloroformo, se lava la fase orgánica con agua y se seca con sulfato magnésico anhidro. Los cristales en bruto obtenidos se recristalizan en hexano-acetato de etilo, obteniéndose la sulfonamida deseada (isómero trans, 7,75 g, rendimiento = 40%).
Isómero trans:
RMN-H^{1} (CD_{3}OD) \delta ppm = 1,16-1,32 (m, 2H), 1,39 (s, 9H), 1,44-1,52 (m, 2H), 1,98-2,09 (m, 2H), 2,14-2,29 (m, 3H), 3,18-3,37 (m, 1H), 3,63 (d, 1H, J = 9,0 Hz), 3,67 (s, 3H).
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Paso 4
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17
Se disuelve el material de partida éster de metilo (4,77 g, 17,2 mmoles) en 95 ml de metanol y se le añade 1 mol/l de NaOH (43 ml, 43,0 mmoles) con agitación y enfriando con hielo. Se agita la mezcla a temperatura ambiente durante una noche y se concentra a presión reducida. Después se añade 1 mol/l de HCl con agitación hasta que el pH de la mezcla se sitúa en 3, enfriando con hielo, se recogen por filtración los cristales precipitados, se lavan con agua y se secan. Los cristales en bruto obtenidos se recristalizan en hexano-acetato de etilo, obteniéndose el ácido carboxílico deseado (4,20 g, rendimiento = 93%).
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,18-1,35 (m, 2H), 1,39 (s, 9H), 1,46-1,63 (m, 2H), 2,01-2,14 (m, 2H), 2,14-2,32 (m, 3H), 3,18-3,35 (m, 1H), 3,80 (d, 1H, J = 9,6 Hz).
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Paso 5
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18
Se disuelve el material de partida ácido carboxílico (5,86 g, 22,3 mmoles) en 88 ml de diclorometano a temperatura ambiente. A la mezcla se le añade el cloruro de oxalilo (2,34 ml, 26,7 mmoles) y una cantidad catalítica de DMF, enfriando con hielo y se agita a temperatura ambiente durante una hora. Después de eliminar el disolvente a presión reducida, se añaden el diclorometano (115 ml), anilina sustituida (5,05 g, 24,5 mmoles) y trietilamina (4,65 ml, 33,4 mmoles). Se agita la mezcla a temperatura ambiente durante 2,5 horas, enfriando con hielo se le añade agua y se extrae la mezcla con cloroformo. Se lava la fase orgánica con agua y se seca con sulfato magnésico anhidro. Se elimina el disolvente a presión reducida y se añaden acetato de etilo y hexano al residuo. Se recogen por filtración los cristales precipitados, obteniéndose la amida deseada (7,00 g, rendimiento = 70%).
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,25 (d, 6H, J = 6,3 Hz), 1,17-1,42 (m, 2H), 1,40 (s, 9H), 1,60-1,78 (m, 2H), 1,98-2,43 (m, 7H), 3,20-3,43 (m, 3H), 3,67 (d, 1H, J = 9,6 Hz), 3,74-3,86 (m, 2H), 6,86 (d, 2H, J = 9,0 Hz), 7,04 (s, 1H), 7,38 (d, 2H, J = 9,0 Hz).
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Ejemplo 5 Síntesis del compuesto (I-2)
Paso 1
19
Se suspende el material de partida diamina (461 mg, 2,5 mmoles) en diclorometano enfriando con hielo, se le añaden un cloruro de ácido (500 mg, 2,5 mmoles) y trietilamina (773 mg, 7,5 mmoles) y se deja reaccionar la mezcla durante 30 min. Se añaden agua y diclorometano a la mezcla reaccionante y se filtra el material insoluble. Se lava la fase orgánica con agua y se seca con sulfato magnésico anhidro. Se elimina el disolvente a presión reducida, obteniéndose el compuesto deseado en forma de residuo (100 mg, rendimiento = 15%).
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,93 (t, 3H, J = 7,2 Hz), 1,30-1,42 (m, 2H), 1,57-1,67 (m, 2H), 2,66 (t, 2H, J = 7,8 Hz), 3,50 (ancha s, 1H), 6,57 (s, 1H), 6,68 (d, 2H, J = 8,7 Hz), 7,26 (d, 2H, J = 8,4 Hz), 7,39 (d, 2H, J = 8,7 Hz), 7,68 (s, 1H), 7,75 (d, 2H, J = 8,1 Hz).
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Paso 2
20
Se sintetiza el compuesto deseado de modo similar al paso 4 del ejemplo 1.
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,94 (t, 3H, J = 7,5 Hz), 1,34-1,44 (m, 2H), 1,40 (d, 6H, J = 6,6 Hz), 1,59-1,68 (m, 2H), 2,69 (t, 2H, J = 7,8 Hz), 3,24-3,35 (m, 1H), 6,49 (s, 1H), 7,23-7,32 (m, 4H), 7,6 (d, 2H, J = 8,7 Hz), 7,79 (d, 2H, J = 8,1 Hz), 7,85 (s, 1H).
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Ejemplo 6 Síntesis del compuesto (I-31)
Paso 1
21
Se disuelve el material de partida diamina (8,37 g, 73,3 mmoles) en 30 ml de dioxano a temperatura ambiente y se le añade una solución de Boc_{2}O (2 g, 9,2 mmoles) en dioxano (30 ml). Se deja reaccionar la mezcla a temperatura ambiente durante 3 días y se elimina el disolvente. Se añade agua al residuo y se extrae la mezcla con cloroformo. Se lava la fase orgánica con agua y se seca con sulfato magnésico anhidro. Se elimina el disolvente a presión reducida, obteniéndose el compuesto deseado en forma de residuo (1,8 g, rendimiento basado en el Boc_{2}O = 92%).
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,07-1,26 (m, 6H), 1,44 (s, 9H), 1,84-2,00 (m, 4H), 2,58-2,67 (m, 1H), 3,37 (ancha s, 1H), 4,43 (ancha s, 1H).
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Paso 2
22
Se sintetiza el compuesto deseado de modo similar al paso 1 del ejemplo 5.
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,92 (t, 3H, J = 7,2 Hz), 1,26-1,42 (m, 6H), 1,45 (s, 9H), 1,54-1,68 (m, 2H), 1,99-2,12 (m, 4H), 2,64 (t, 2H, J = 7,8 Hz), 3,43 (ancha s, 1H), 3,90-4,00 (m, 1H), 4,48 (d, 1H, J = 5,7 Hz), 5,95 (d, 1H, J = 8,4 Hz), 7,21 (d, 2H, J = 8,4 Hz), 7,65 (d, 2H, J = 8,4 Hz).
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Paso 3
23
Se disuelve el material de partida, el compuesto Boc (2,08 g, 5,55 mmoles), en 20 ml de acetato de etilo enfriando con hielo y se le añaden 20 ml de 4 mol/l de HCl/AcOEt. Se deja reaccionar la mezcla a temperatura ambiente durante una hora y se elimina el disolvente a presión reducida, obteniéndose el compuesto deseado en forma de residuo (1,7 g, rendimiento = 98%).
RMN-H^{1} (CD_{3}OD) \delta ppm = 0,93 (t, 3H, J= 7,2 Hz), 1,29-1,41 (m, 2H), 1,50-1,66 (m, 6H), 2,02-2,18 (m, 4H), 2,66 (t, 2H, J = 7,8 Hz), 3,13 (ancha s, 1H), 3,82-3,94 (m, 1H), 7,26 (d, 2H, J = 8,7 Hz), 7,72 (d, 2H, J = 8,4 Hz).
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Paso 4
24
Se sintetiza el compuesto deseado de modo similar al paso 4 del ejemplo 1.
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,92 (t, 3H, J = 7,5 Hz), 1,21 (s, 9H), 1,28-1,62 (m, 8H), 2,07-2,14 (m, 4H), 2,64 (t, 2H, J = 7,8 Hz), 3,11 (d, 1H, J = 5,1 Hz), 3,20 (ancha s, 1H), 3,90-4,04 (m, 1H), 6,06-6,14 (m, 1H), 7,21 (t, 2H, J = 8,1 Hz), 7,67 (t, 2H, J = 8,4 Hz).
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Ejemplo 7 Síntesis del compuesto (I-32)
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Se sintetiza el compuesto deseado a partir del compuesto obtenido en el ejemplo 6 de manera similar al ejemplo 3.
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,92 (t, 3H, J = 7,2 Hz), 1,27-1,65 (m, 8H), 1,40 (s, 9H), 2,10-2,23 (m, 4H), 2,65 (t, 2H, J = 7,5 Hz), 3,23-3,35 (m, 1H), 3,49 (s, 1H), 3,88-4,02 (m, 1H), 5,84-5,92 (m, 1H), 7,13 (t, 2H, J = 8,4 Hz), 7,65 (d, 2H, J = 8,1 Hz).
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Ejemplo 8 Síntesis del compuesto (I-5)
Paso 1
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Se sintetiza el compuesto deseado de modo similar al paso 2 del ejemplo 1.
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,94 (t, 3H, J = 7,5 Hz), 1,30-1,42 (m, 2H), 1,50-1,65 (m, 2H), 2,61 (t, 2H, J = 7,8 Hz), 7,20 (d, 2H, J = 7,2 Hz), 7,48-7,51 (m, 3H), 7,72 (s, 1H), 7,88-7,90 (m, 1H).
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Paso 2
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27
A una mezcla del material de partida, el compuesto nitro (593 mg, 1,95 mmoles) y estaño (358 mg, 3,0 mmoles), se le añaden 30 ml de HCl 6 mol/l y 6 ml de THF y se dejan reaccionar a 50ºC durante 3 horas. Después de enfriar, se elimina el disolvente y se neutraliza el residuo con NaOH del 10% y se extrae con cloroformo. Se lava la fase orgánica con agua y se seca con sulfato magnésico anhidro. Se elimina el disolvente a presión reducida y se purifica el residuo por cromatografía a través de gel de sílice, obteniéndose el compuesto deseado (110 mg, rendimiento = 21%).
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,91 (t, 3H, J = 7,2 Hz), 1,26-1,39 (m, 2H), 1,49-1,59 (m, 2H), 2,50 (t, 2H, J = 7,8 Hz), 4,37 (s, 1H), 6,65 (d, 2H, J = 8,4 Hz), 6,97 (d, 2H, J = 8,4 Hz), 7,14 (d, 1H, J = 8,4 Hz), 7,43 (d, 1H, J = 8,7 Hz).
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Paso 3
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Se sintetiza el compuesto deseado de modo similar al paso 4 del ejemplo 1.
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,92 (t, 3H, J = 7,2 Hz), 1,28-1,41 (m, 2H), 1,46 (d, 6H, J = 6,9 Hz), 1,53-1,63 (m, 2H), 2,59 (t, 2H, J = 7,8 Hz), 3,35-3,44 (m, 1H), 7,15 (d, 2H, J = 8,7 Hz), 7,38 (s, 1H), 7,45 (d, 2H, J = 8,7 Hz), 7,57 (s, 1H).
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Ejemplo 9 Síntesis del compuesto (I-4)
Paso 1
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Se sintetiza el compuesto deseado de modo similar al paso 4 del ejemplo 1.
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,44 (d, 6H, J = 6,9 Hz), 3,33-3,43 (m, 1H), 3,88 (s, 9H), 6,24-6,26 (m, 1H), 7,11-7,14 (m, 2H).
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Paso 2
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Se sintetiza el compuesto deseado de modo similar al paso 4 del ejemplo 4.
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,44 (d, 6H, J = 6,3 Hz), 3,33-3,45 (m, 1H), 6,25-6,28 (m, 1H), 7,27-7,28 (m, 1H), 7,51 (s, 1H).
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Paso 3
31
Se sintetiza el compuesto deseado de modo similar al paso 2 del ejemplo 1.
RMN-H^{1} (CD_{3}OD) \delta ppm = 0,92 (t, 3H, J = 6,9 Hz), 1,28-1,41 (m, 2H), 1,46 (d, 6H, J = 6,3 Hz), 1,53-1,63 (m, 2H), 2,58 (t, 2H, J = 7,8 Hz), 3,33-3,43 (m, 1H), 6,27-6,29 (m, 1H), 7,14-7,16 (m, 3H), 7,50 (d, 2H, J = 8,4 Hz), 7,90 (s, 1H).
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Ejemplo 10 Síntesis del compuesto (I-28)
Paso 1
32
Se sintetiza el compuesto deseado de modo similar al paso 1 del ejemplo 1.
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,37-1,52 (m, 3H), 1,74-1,79 (m, 2H), 2,07-2,13 (m, 2H), 2,28-2,42 (m, 2H), 3,72-3,81 (m, 1H), 4,09-4,20 (m, 1H), 7,68-7,73 (m, 2H), 7,81-7,85 (m, 2H).
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Paso 2
33
Se disuelve el isocianato de 4-butilfenilo (2,85 g, 16,3 mmoles) en 30 ml de THF y se le añaden el material de partida alcohol (1,0 g, 4,08 mmoles) y óxido bis(tributil-estaño) (972 mg, 1,63 mmoles). Se agita la mezcla durante una noche, se elimina el disolvente, se le añade agua y se extrae la solución con cloroformo. Se lava la fase orgánica con agua y se seca con sulfato magnésico anhidro. Se elimina el disolvente a presión reducida y se purifica el residuo por cromatografía a través de gel de sílice, obteniéndose el compuesto deseado (332 mg, rendimiento = 19%).
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,92 (t, 3H, J = 6,9 Hz), 1,30-1,40 (m, 2H), 1,48-1,62 (m, 4H), 1,79-1,83 (m, 2H), 2,21-2,25 (m, 2H), 2,37-2,50 (m, 2H), 2,57 (t, 2H, J = 7,8 Hz), 4,11-4,22 (m, 1H), 4,77-4,87 (m, 1H), 6,49 (s, 1H), 7,11 (d, 2H, J = 8,7 Hz), 7,28 (d, 2H, J = 8,7 Hz), 7,69-7,73 (m, 2H), 7,80-7,84 (m, 2H).
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Paso 3
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Se sintetiza el compuesto deseado de manera similar al paso 3 del ejemplo 1 y ejemplo 2.
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,91 (t, 3H, J = 7,2 Hz), 1,21 (s, 9H), 1,30-1,62 (m, 8H), 2,08 (d, 4H, J = 11,1 Hz), 2,56 (t, 2H, J = 7,8 Hz), 3,04 (d, 1H, J = 4,8 Hz), 3,20-3,30 (m, 1H), 4,65-4,76 (m, 1H), 6,57 (s, 1H), 7,10 (d, 2H, J = 8,7 Hz), 7,26 (d, 2H, J = 8,1 Hz).
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Ejemplo 11 Síntesis del compuesto (I-29) 
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Se sintetiza el compuesto deseado de modo similar al ejemplo 3.
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,91 (t, 3H, J = 7,2 Hz), 1,23-1,62 (m, 8H), 1,40 (s, 9H), 2,12 (d, 4H, J = 14,4 Hz), 2,56 (t, 2H, J = 7,8 Hz), 3,28-3,40 (m, 1H), 3,90 (s, 1H), 4,60-4,73 (m, 1H), 6,57 (s, 1H), 7,10 (d, 2H, J = 8,4 Hz), 7,25 (d, 2H, J = 8,4 Hz).
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Ejemplo 12 Síntesis del compuesto (I-114) 
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Se añade el reactivo de Lawesson [1,3-ditia-2,4-difosfetano-2,4-disulfuro de 2,4-bis(4-metoxifenilo)] (132 mg) a una solución de 100 mg del compuesto (I-110) sintetizado de manera similar al ejemplo 1 en tolueno (2,7 ml) y se agita la mezcla a 80ºC durante 3 horas. Se concentra la mezcla reaccionante a presión reducida y se purifica el residuo por cromatografía a través de gel de sílice (acetato de etilo: n-hexano = 1:1), obteniéndose cristales amarillos pálidos (82,3 mg, 79%). Se recristalizan estos cristales en cloruro de metileno-éter de diisopropilo, obteniéndose el compuesto deseado en forma de agujas incoloras (50,5 mg, 48%).
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Ejemplo 13 Síntesis del compuesto (I-120)
Paso 1
37
Se disuelve el 4-amino-1-piperidinacarboxilato de etilo (300 mg) y trietilamina (258 mg) en 5 ml de diclorometano. A esta mezcla se le añaden 2 ml de solución de cloruro de t-butilsulfinilo (222 mg) en diclorometano y se agita la mezcla a temperatura ambiente durante 4 horas. Se reparte la solución entre una solución acuosa de hidrogenosulfato potásico y acetato de etilo. Se lava la fase orgánica con salmuera y se seca con sulfato magnésico anhidro. Se elimina el disolvente a presión reducida y se purifica el residuo por cromatografía a través de gel de sílice, obteniéndose 378 mg de la 4-t-butilsulfinilamino-1-etoxicarbonil-piperidina.
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Paso 2
38
En una mezcla de 5 ml de 2-propanol y 5 ml de agua se suspenden 378 mg de la 4-t-butilsulfinilamino-1-etoxicarbonil-piperidina y se les añaden 1,77 g de hidróxido de bario. Se mantiene la mezcla en ebullición a reflujo calentándola durante 4 horas. Se diluye la mezcla con metanol y se filtra el material insoluble. Se elimina el disolvente a presión reducida, obteniéndose la 4-t-butilsulfinilaminopiperidina. Sin purificación, se disuelve el material obtenido en 5 ml de THF y se le añaden 984 mg de N-fenoxicarbonil-4-butil-anilina y 236 mg de diisopropil-etilamina, después se agita la mezcla a temperatura ambiente durante una noche. Se añade una solución acuosa de hidrogenosulfato potásico a la mezcla y se extrae la mezcla con acetato de etilo. Se lava la fase orgánica con salmuera y se seca con sulfato magnésico anhidro. Se elimina el disolvente a presión reducida y se purifica el residuo por cromatografía a través de gel de sílice, obteniéndose 291 mg de la (4-t-butilfenil)amida del ácido 4-t-butilsulfinilaminopiperidina-1-carboxílico.
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,89 (t, 3H, J = 7,3 Hz), 1,19 (s, 9H), 1,25-1,38 (m, 4H), 1,40-1,60 (m, 4H), 1,89-2,03 (m, 3H), 2,52 (t, 2H, J = 7,7 Hz), 2,89-3,04 (m, 2H), 3,14 (d, 1H, J = 5,2 Hz), 3,37 (m, 1H), 3,96 (m, 2H), 6,67 (s, 1H), 7,05 (d, 2H, J = 8,5 Hz), 7,22 (d, 2H, J = 8,5 Hz).
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Paso 3
39
Se disuelven 291 mg de la (4-t-butilfenil)amida del ácido 4-t-butilsulfinilaminopiperidina-1-carboxílico en una mezcla de 2 ml de metanol y 2 ml de cloruro de metileno. A esta mezcla se le añaden 570 mg de MMPP (monoperoxiftalato magnésico hexahidratado) del 80% y se agita la mezcla a temperatura ambiente durante 2 horas. Se diluye la solución con agua y se extrae con acetato de etilo. Se lava la fase orgánica con salmuera y se seca con sulfato magnésico anhidro. Se elimina el disolvente a presión reducida y se purifica el residuo por cromatografía a través de gel de sílice, obteniéndose 130 mg de la (4-butilfenil)amida del ácido 4-t-butilsulfonilaminopiperidina-1-carboxílico (I-120).
Se sintetizan otros compuestos (I) por métodos similares. Las estructuras y propiedades físicas se presentan a continuación.
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Nota: el Ia-178 es un compuesto de esta invención
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I-2
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,94 (t, 3H, J = 7,5 Hz), 1,34-1,44 (m, 2H), 1,40 (d, 6H, J = 6,6 Hz), 1,59-1,68 (m, 2H), 2,69 (t, 2H, J = 7,8 Hz), 3,24-3,35 (m, 1H), 6,49 (s, 1H), 7,23-7,32 (m, 4H), 7,6 (d, 2H, J = 8,7 Hz), 7,79 (d, 2H, J = 8,1 Hz), 7,85 (s, 1H).
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I-3
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,92 (t, 3H, J = 7,2 Hz), 1,30-1,39 (m, 2H), 1,37 (d, 6H, J = 6,9 Hz), 1,57 (quint, 2H, J = 7,5 Hz), 1,96 (quint, 2H, J = 6,6 Hz), 2,49 (t, 2H, J = 6,6 Hz), 2,57 (t, 2H, J = 7,8 Hz), 3,16-3,26 (m, 3H), 4,62 (ancha s, 1H), 7,12 (d, 2H, J = 8,1 Hz), 7,43 (d, 2H, J = 8,4 Hz), 7,64 (s, 1H).
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I-4
RMN-H^{1} (CD_{3}OD) \delta ppm = 0,92 (t, 3H, J = 6,9 Hz), 1,28-1,41 (m, 2H), 1,46 (d, 6H, J = 6,3 Hz), 1,53-1,63 (m, 2H), 2,58 (t, 2H, J = 7,8 Hz), 3,33-3,43 (m, 1H), 6,27-6,29 (m, 1H), 7,14-7,16 (m, 3H), 7,50 (d, 2H, J = 8,4 Hz), 7,90 (s, 1H).
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I-5
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,92 (t, 3H, J = 7,2 Hz), 1,28-1,41 (m, 2H), 1,46 (d, 6H, J = 6,9 Hz), 1,53-1,63 (m, 2H), 2,59 (t, 2H, J = 7,8 Hz), 3,35-3,44 (m, 1H), 7,15 (d, 2H, J = 8,7 Hz), 7,38 (s, 1H), 7,45 (d, 2H, J = 8,7 Hz), 7,57 (s, 1H).
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I-6
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,91 (t, 3H, J = 7,5 Hz), 1,29-1,39 (m, 2H), 1,37 (d, 6H, J = 6,9 Hz), 1,55 (quint, 2H, J = 7,5 Hz), 2,55 (t, 2H, J = 5,1 Hz), 3,18-3,27 (m, 1H), 3,92 (d, 2H, J = 6,0 Hz), 5,51 (t, 1H, J = 5,7 Hz), 7,10 (d, 2H, J = 8,4 Hz), 7,39 (d, 2H, J = 8,4 Hz), 8,23 (s, 1H).
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I-7
RMN-H^{1} (CDCl_{3}) \delta ppm = RMN-H^{1} (CDCl_{3}) \delta ppm = 0,91 (t, 3H, J = 7,2 Hz), 1,28-1,38 (m, 2H), 1,37 (d, 6H, J = 6,9 Hz), 1,51-1,67 (m, 4H), 1,78-1,88 (m, 2H), 2,39 (t, 2H, J = 7,2 Hz), 2,57 (t, 2H, J = 7,5 Hz), 3,12-3,22 (m, 3H), 4,30-4,37 (m, 1H), 7,12 (d, 2H, J = 8,4 Hz), 7,36-7,42 (m, 3H).
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I-8
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,91 (t, 3H, J = 7,5 Hz), 1,21-1,47 (m, 4H), 1,35 (d, 6H, J = 6,6 Hz), 1,51-1,63 (m, 4H), 1,67-1,77 (m, 2H), 2,34 (t, 2H, J = 7,5 Hz), 2,55 (t, 2H, J = 7,8 Hz), 3,08-3,17 (m, 3H), 4,71 (t, 1H, J = 6,0 Hz), 7,09 (d, 2H, J = 8,1 Hz), 7,43 (d, 2H, J = 8,4 Hz), 7,74 (s, 1H).
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I-9
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,91 (t, 3H, J = 7,2 Hz), 1,29-1,39 (m, 2H), 1,35 (d, 6H, J = 6,9 Hz), 1,50-1,60 (m, 2H), 2,54 (t, 2H, J = 7,8 Hz), 2,64 (t, 2H, J = 5,7 Hz), 3,14-3,23 (m, 1H), 3,41-3,47 (m, 2H), 5,29 (t, 1H, J = 6,3 Hz), 7,10 (d, 2H, J = 8,4 Hz), 7,39 (d, 2H, J = 8,4 Hz), 7,91 (s, 1H).
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I-10
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,91 (t, 3H, J = 7,5 Hz), 1,22 (s, 9H), 1,30-1,37 (m, 2H), 1,51-1,68 (m, 4H), 1,76-1,86 (m, 2H), 2,31-2,40 (m, 2H), 2,56 (t, 2H, J = 7,5 Hz), 3,15-3,26 (m, 3H), 7,11 (t, 2H, J = 8,7 Hz), 7,42 (d, 2H, J = 8,1 Hz), 7,54 (s, 1H).
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I-11
p.f. = 128-129ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,91 (t; 3H, J = 7,5 Hz), 1,29-1,39 (m, 2H), 1,39 (s, 9H), 1,51-1,68 (m, 4H), 1,76-1,84 (m, 2H), 2,37 (t, 2H, J = 7,5 Hz), 2,56 (t, 2H, J = 7,8 Hz), 3,19-3,26 (m, 2H), 4,20 (t, 1H, J = 5,7 Hz), 7,11 (d, 2H, J = 8,1 Hz), 7,42 (d, 2H, J = 8,7 Hz), 7,46 (s, 1H).
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I-12
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,91 (t, 3H, J = 7,5 Hz), 1,28-1,37 (m, 2H), 1,47-1,68 (m, 6H), 2,23 (t, 2H, J = 7,2 Hz), 2,56 (t, 2H, J = 7,5 Hz), 2,90-2,97 (m, 2H), 5,10 (ancha s, 1H), 7,11 (d, 2H, J = 8,4 Hz), 7,36 (d, 2H, J = 8,1 Hz), 7,50-7,68 (m, 3H), 7,93 (d, 1H, J = 8,1 Hz), 8,06 (d, 1H, J = 8,4 Hz), 8,24 (d, 1H, J = 7,5 Hz), 8,66 (d, 1H, J = 8,7 Hz).
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I-13
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,91 (t, 3H, J = 7,5 Hz), 1,28-1,40 (m, 2H), 1,45-1,73 (m, 6H), 2,23 (t, 2H, J = 7,5 Hz), 2,56 (t, 2H, J = 7,8 Hz), 2,88 (s, 6H), 2,88-2,95 (m, 2H), 5,04 (ancha s, 1H), 7,10 (d, 2H, J = 8,1 Hz), 7,17 (d, 1H, J = 7,2 Hz), 7,37 (d, 2H, J = 8,4 Hz), 7,48-7,54 (m, 2H), 8,23 (d, 1H, J = 7,2 Hz), 8,30 (d, 1H, J = 8,7 Hz), 8,53 (d, 1H, J = 8,4 Hz).
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I-14
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,91 (t, 3H, J = 7,2 Hz), 1,30-1,43 (m, 6H), 1,36 (d, 6H, J = 6,6 Hz), 1,51-1,62 (m, 4H), 1,67-1,78 (m, 2H), 2,34 (t, 2H, J = 7,5 Hz), 2,56 (t, 2H, J = 7,8 Hz), 3,09-3,20 (m, 3H), 4,34 (ancha s, 1H), 7,10 (d, 2H, J = 8,4 Hz), 7,41-7,44 (m, 3H).
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I-15
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,91 (t, 3H, J = 7,5 Hz), 1,23 (s, 9H), 1,27-1,80 (m, 12H), 2,30-2,38 (m, 2H), 2,56 (t, 2H, J = 7,5 Hz), 3,15 (ancha s, 2H), 7,11 (d, 2H, J = 7,8 Hz), 7,43 (d, 2H, J = 7,8 Hz), 7,59 (s, 1H).
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I-16
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,91 (t, 3H, J = 7,5 Hz), 1,29-1,44 (m, 6H), 1,39 (s, 9H), 1,51-1,61 (m, 4H), 1,68-1,78 (m, 2H), 2,35 (t, 2H, J = 7,5 Hz), 2,56 (t, 2H, J.= 8,1 Hz), 3,15-3,21 (m, 2H), 4,14-4,23 (m, 1H), 7,11 (d, 2H, J = 7,8 Hz), 7,36-7,44 (m, 3H).
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I-19
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,92 (t, 3H, J = 7,5 Hz), 1,21 (s, 9H), 1,30-1,40 (m, 2H), 1,55-1,72 (m, 6H), 2,64 (t, 2H, J = 7,8 Hz), 3,08-3,33 (m, 3H), 3,42-3,50 (m, 2H), 6,39 (s, 1H), 7,22 (d, 2H, J = 8,4 Hz), 7,69 (d, 2H, J = 8,1 Hz).
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I-20
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,92 (t, 3H, J = 7,2 Hz), 1,31-1,39 (m, 2H), 1,39 (s, 9H), 1,55-1,72 (m, 6H), 2,64 (t, 2H, J = 7,8 Hz), 3,24 (quart, 2H, J = 6,6 Hz), 3,48 (quart, 2H, J = 6,6 Hz), 4,21 (t, 1H, J = 6,3 Hz), 6,29 (s, 1H), 7,22 (d, 2H, J = 7,8 Hz), 7,67 (d, 2H, J = 8,1 Hz).
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I-21
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,91 (t, 3H, J = 7,2 Hz), 1,23 (s, 9H), 1,30-1,42 (m, 2H), 1,50-2,02 (m, 10H), 2,30-2,42 (m, 1H), 2,57 (t, 2H, J = 8,1 Hz), 3,10 (ancha s, 1H), 3,57 (ancha s, 1H), 7,12 (d, 2H, J = 8,4 Hz), 7,41 (d, 2H, J = 7,8 Hz).
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I-22
p.f. = 78-79ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,91 (t, 3H, J = 7,2 Hz), 1,30-1,40 (m, 2H), 1,40 (s, 9H), 1,50-1,65 (m, 4H), 1,70-1,98 (m, 8H), 2,30-2,40 (m, 1H), 2,57 (t, 2H, J = 7,5 Hz), 3,58-3,70 (m, 1H), 4,16 (d, 1H, J = 9,3 Hz), 7,11-7,15 (m, 3H), 7,40 (d, 2H, J = 8,1 Hz).
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I-23
RMN-H^{1} (CDCl_{3}) \delta ppm; 0,91 (t, 3H, J = 7,2 Hz), 1,21 (s, 9H), 1,21-1,41 (m, 4H), 1,51-1,64 (m, 4H), 1,86-2,01 (m, 4H), 2,12-2,25 (m, 1H), 2,56 (t, 2H, J = 7,5 Hz), 2,87-2,96 (m, 1H), 3,00-3,12 (m, 1H), 3,23-3,34 (m, 1H), 3,67-3,75 (m, 1H), 7,11 (d, 2H, J = 8,1 Hz), 7,40 (d, 2H, J = 8,4 Hz).
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I-24
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,91 (t, 3H, J = 7,2 Hz), 1,25-1,37 (m, 2H), 1,40 (s, 9H), 1,48-1,65 (m, 6H), 1,90 (d, 2H, J = 11,7 Hz), 2,02 (d, 2H, J = 11,7 Hz), 2,12-2,24 (m, 1H), 2,56 (t, 2H, J = 7,5 Hz), 3,04 (t, 2H, J = 6,3 Hz), 4,31 (t, 1H, J = 5,7 Hz), 7,11 (d, 2H, J = 8,1 Hz), 7,42 (d, 2H, J = 8,4 Hz).
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I-25
p.f. = 232-233ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,91 (t, 3H, J = 7,5 Hz), 1,23-1,40 (m, 4H), 1,40 (s, 9H), 1,51-1,76 (m, 4H), 2,01-2,26 (m, 5H), 2,56 (t, 2H, J = 7,5 Hz), 3,22-3,38 (m, 1H), 3,79 (d, 1H, J = 9,3 Hz), 7,11 (d, 2H, J = 8,7 Hz), 7,17 (s, 1H), 7,40 (d, 2H, J = 8,4 Hz).
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I-26
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,91 (t, 3H, J = 7,2 Hz), 1,22 (s, 9H), 1,28-1,40 (m, 2H), 1,52-1,62 (m, 2H), 1,85-1,96 (m, 1H), 2,00-2,14 (m, 1H), 2,38-2,53 (m, 2H), 2,56 (t, 2H, J = 7,5 Hz), 3,22-3,37 (m, 3H), 7,11 (d, 2H, J = 8,4 Hz), 7,45 (d, 2H, J = 8,4 Hz), 8,19 (s, 1H).
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I-27
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,91 (t, 3H, J = 7,2 Hz), 1,30-1,40 (m, 2H), 1,40 (s, 9H), 1,52-1,61 (m, 2H), 1,95 (quint, 2H, J = 6,3 Hz), 2,50 (t, 2H, J = 6,9 Hz), 2,56 (t, 2H, J = 7,8 Hz), 3,31 (quart, 2H, J = 6,0 Hz), 4,30-4,36 (m, 1H), 7,12 (d, 2H, J = 8,4 Hz), 7,43 (d, 2H, J = 8,4 Hz), 7,65 (s, 1H).
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I-28
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,91 (t, 3H, J = 7,2 Hz), 1,21 (s, 9H), 1,30-1,62 (m, 8H), 2,08 (d, 4H, J = 11,1 Hz), 2,56 (t, 2H, J = 7,8 Hz), 3,04 (d, 1H, J = 4,8 Hz), 3,20-3,30 (m, 1H), 4,65-4,76 (m, 1H), 6,57 (s, 1H), 7,10 (d, 2H, J = 8,7 Hz), 7,26 (d, 2H, J = 8,1Hz).
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I-29
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,91 (t, 3H, J = 7,2 Hz), 1,23-1,62 (m, 8H), 1,40 (s, 9H), 2,12 (d, 4H, J = 14,4 Hz), 2,56 (t, 2H, J = 7,8 Hz), 3,28-3,40 (m, 1H), 3,90 (s, 1H), 4,60-4,73 (m, 1H), 6,57 (s, 1H), 7,10 (d, 2H, J = 8,4 Hz), 7,25 (d, 2H, J = 8,4Hz).
\vskip1.000000\baselineskip
I-30
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,91 (t, 3H, J = 7,5 Hz), 1,26-1,39 (m, 2H), 1,51-1,64 (m, 4H), 1,72-1,81 (m, 2H), 2,34 (t, 2H, J = 6,9 Hz), 2,56 (t, 2H, J = 7,8 Hz), 2,95-3,01 (m, 2H), 4,84 (t, 1H, J = 5,7 Hz), 6,99-7,12 (m, 6H), 7,19-7,24 (m, 1H), 7,30 (s, 1H), 7,38-7,43 (m, 4H), 7,79 (d, 2H, J = 8,7 Hz).
\newpage
I-31
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,92 (t, 3H, J = 7,5 Hz), 1,21 (s, 9H), 1,28-1,62 (m, 8H), 2,07-2,14 (m, 4H), 2,64 (t, 2H, J = 7,8 Hz), 3,11 (d, 1H, J = 5,1 Hz), 3,20 (ancha s, 1H), 3,90-4,04 (m, 1H), 6,06-6,14 (m, 1H), 7,21 (t, 2H, J = 8,1 Hz), 7,67 (t, 2H, J = 8,4 Hz).
\vskip1.000000\baselineskip
I-32
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,92 (t, 3H, J = 7,2 Hz), 1,27-1,65 (m, 8H), 1,40 (s, 9H), 2,10-2,23 (m, 4H), 2,65 (t, 2H, J = 7,5 Hz), 3,23-3,35 (m, 1H), 3,49 (s, 1H), 3,88-4,02 (m, 1H), 5,84-5,92 (m, 1H), 7,13 (t, 2H, J = 8,4 Hz), 7,65 (d, 2H, J = 8,1 Hz).
\vskip1.000000\baselineskip
I-33
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,94 (t, 3H, J = 7,2 Hz), 1,30-1,42 (m, 2H), 1,32 (s, 9H), 1,57-1,66 (m, 2H), 2,67 (t, 2H, J = 7,8 Hz), 5,61 (s, 1H), 6,93 (d, 2H, J = 8,7 Hz), 7,25 (d, 2H, J = 8,4 Hz), 7,49 (d, 2H, J = 9,0 Hz), 7,80 (d, 2H, J = 8,1 Hz), 8,22 (s, 1H).
\vskip1.000000\baselineskip
I-34
RMN-H^{1} (CD_{3}OD) \delta ppm = 0,95 (t, 3H, J = 7,5 Hz), 1,35 (s, 9H), 1,35-1,44 (m, 2H), 1,57-1,69 (m, 2H), 2,69 (t, 2H, J = 7,5 Hz), 7,28-7,33 (m, 4H), 7,56 (d, 2H, J = 9,0 Hz), 7,83 (d, 2H, J = 8,4 Hz).
\vskip1.000000\baselineskip
I-36
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,92 (t, 3H, J = 7,5 Hz), 1,31-1,70 (m, 11H), 1,39 (s, 9H), 1,75-1,85 (m, 1H), 2,65 (t, 2H, J = 8,1 Hz), 3,13 (t, 2H, J = 6,6 Hz), 3,40 (t, 2H, J = 7,2 Hz), 4,10 (t, 1H, J = 5,7 Hz), 6,21 (t, 1H, J = 5,7 Hz), 7,23 (d, 2H, J = 8,1 Hz), 7,67 (d, 2H, J = 8,4 Hz).
\vskip1.000000\baselineskip
I-37
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,92 (t, 3H, J = 7,5 Hz), 0,95-1,10 (m, 2H), 1,31-1,40 (m, 2H), 1,39 (s, 9H), 1,55-1,63 (m, 4H), 1,80-1,92 (m, 4H), 2,65 (t, 2H, J = 7,8 Hz), 3,03 (t, 2H, J = 6,6 Hz), 3,31 (t, 2H, J = 6,6 Hz), 4,06 (t, 1H, J = 6,0 Hz), 6,22 (t, 1H, J = 6,0 Hz), 7,23 (d, 2H, J = 8,4 Hz), 7,67 (d, 2H, J = 8,1 Hz).
\vskip1.000000\baselineskip
I-39
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,13 (t, 3H, J = 7,2 Hz), 1,39 (s, 9H), 1,69-1,97 (m, 8H), 2,27-2,38 (m, 1H), 3,29-3,35 (m, 4H), 3,60-3,70 (m, 1H), 4,52 (d, 1H, J = 9,3 Hz), 6,64 (d, 2H, J = 8,4 Hz), 7,22 (s, 1H), 7,31 (d, 2H, J = 9,0 Hz).
\vskip1.000000\baselineskip
I-40
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,38 (s, 9H), 1,68-1,96 (m, 8H), 2,30-2,40 (m, 1H), 3,11 (t, 4H, J = 4,8 Hz), 3,60-3,72 (m, 1H), 3,86 (t, 4H, J = 4,8 Hz), 4,51 (ancha s, 1H), 6,89 (d, 2H, J = 9,0 Hz), 7,42 (d, 2H, J = 8,7 Hz).
\vskip1.000000\baselineskip
I-41
p.f. = >278ºC (descomp.)
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,18-1,40 (m, 2H), 1,40 (s, 9H), 1,62-1,75 (m, 2H), 2,01-2,27 (m, 5H), 3,10-3,13 (m, 4H), 3,22-3,38 (m, 1H), 3,72 (d, 1H, J = 9,3 Hz), 3,85-3,88 (m, 4H), 6,87 (d, 2H, J = 9,0 Hz), 7,10 (s, 1H), 7,40 (d, 2H, J = 9,0 Hz).
\vskip1.000000\baselineskip
I-42
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,40 (s, 9H), 1,61-1,97 (m, 8H), 2,16 (s, 3H), 2,33-2,43 (m, 1H), 3,60-3,70 (m, 1H), 4,66 (ancha s, 1H), 7,12 (d, 1H, J = 8,7 Hz), 7,46-7,50 (m, 1H), 7,62 (s, H), 7,75-7,78 (m, 1H), 7,86-7,91 (m, 2H).
\vskip1.000000\baselineskip
I-43
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,40 (s, 9H), 1,62-2,00 (m, 8H), 1,87 (s, 3H), 2,36-2,47 (m, 1H), 3,24 (s, 3H), 3,64-3,74 (m, 1H), 4,87 (ancha s, 1H), 7,13 (d, 2H, J = 9,0 Hz), 7,64 (d, 2H, J = 8,4 Hz), 7,81 (s, H).
\vskip1.000000\baselineskip
I-44
p.f. = 235-236ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,13 (t, 6H, J = 6,9 Hz), 1,18-1,33 (m, 2H), 1,40 (s, 9H), 1,60-1,77 (m, 2H), 2,00-2,26 (m, 5H), 3,28-3,35 (m, 4H), 3,73 (d, 1H, J = 9,3 Hz), 6,60-6,70 (m, 2H), 7,03 (ancha s, 1H), 7,31 (d, 2H, J = 7,8 Hz).
\vskip1.000000\baselineskip
I-45
p.f. = >268ºC (descomp.)
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,20-1,34 (m, 2H), 1,40 (s, 9H), 1,56-1,76 (m, 8H), 2,00-2,26 (m, 5H), 3,06-3,14 (m, 4H), 3,24-3,36 (m, 1H), 3,72 (d, 1H, J = 9,3 Hz), 6,90 (d, 2H, J = 8,7 Hz), 7,09 (s, 1H), 7,36 (d, 2H, J = 8,7 Hz).
\vskip1.000000\baselineskip
I-46
p.f. = >272ºC (descomp.)
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,28 (s, 9H), 1,31-1,59 (m, 7H), 1,87-2,00 (m, 4H), 2,23-2,34 (m, 1H), 3,00-3,16 (m, 1H), 4,35-4,45 (m, 2H), 6,81 (d, 1H, J = 9,0 Hz), 7,16 (t, 1H, J = 7,2 Hz), 7,43 (t, 1H, J = 8,4 Hz), 7,52-7,58 (m, 3H), 8,04 (d, 1H, J = 7,8 Hz), 8,43 (s, 1H).
\vskip1.000000\baselineskip
I-47
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,20-1,36 (m, 2H), 1,40 (s, 9H), 1,62-1,77 (m, 2H), 1,98-2,32 (m, 5H), 3,31-3,40 (m, 1H), 3,62 (d, 1H, J = 9,0 Hz), 7,08 (s, 1H), 7,29 (d, 2H, J = 9,0 Hz), 7,61 (d, 2H, J = 9,0 Hz).
\vskip1.000000\baselineskip
I-48
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,22-1,36 (m, 2H), 1,40 (s, 9H), 1,62-1,77 (m, 2H), 2,00-2,31 (m, 5H), 3,24-3,40 (m, 1H), 3,62 (d, 1H, J = 10,2 Hz), 7,01 (t, 2H, J = 8,7 Hz), 7,09 (s, 1H), 7,42-7,50 (m, 2H).
\vskip1.000000\baselineskip
I-49
p.f. = 270ºC (descomp.)
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,20-1,36 (m, 2H), 1,40 (s, 9H), 1,61-1,77 (m, 2H), 1,95-2,30 (m, 9H), 3,17-3,38 (m, 5H), 3,67 (d, 1H, J = 9,3 Hz), 6,50 (d, 2H, J = 9,0 Hz), 6,97 (s, 1H), 7,30 (d, 2H, J = 9,0 Hz).
\vskip1.000000\baselineskip
I-50
p.f. = 252-253ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,21-1,37 (m, 2H), 1,40 (s, 9H), 1,62-1,78 (m, 2H), 1,98-2,32 (m, 5H), 3,26-3,40 (m, 1H), 3,68 (d, 1H, J = 9,6 Hz), 6,94-7,02 (m, 4H), 7,08 (t, 1H, J = 7,5 Hz), 7,13 (s, 1H), 7,31 (t, 2H, J = 7,5 Hz), 7,46 (d, 2H, J = 9,0 Hz).
\vskip1.000000\baselineskip
I-51
p.f. = 278-279ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,02 (d; 6H, J = 6,9 Hz), 1,35 (s, 9H), 1,39-1,71 (m, 6H), 1,90-2,09 (m, 2H), 3,16-3,30 (m, 1H), 3,46 (d, 1H, J = 9,0 Hz), 4,92-5,01 (m, 1H), 6,91-6,95 (m, 2H), 7,00-7,07 (m, 3H), 7,13-7,16 (m, 2H), 7,30-7,36 (m, 2H).
\vskip1.000000\baselineskip
I-52
p.f. = 276-277ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,20-1,36 (m, 2H), 1,40 (s, 9H), 1,60-1,78 (m, 2H), 1,98-2,30 (m, 5H), 2,36 (s, 3H), 2,58 (t, 4H, J = 4,5 Hz), 3,17 (t, 4H, J = 4,5 Hz), 3,21-3,40 (m, 1H), 3,64 (d, 1H, J = 9,0 Hz), 6,88 (d, 2H, J = 9,0 Hz), 7,01 (s, 1H), 7,37 (d, 2H, J = 9,0 Hz).
\vskip1.000000\baselineskip
I-53
p.f. = >300ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,20-1,54 (m, 4H), 1,27 (s, 9H), 1,73-1,88 (m, 2H), 1,89-2,01 (m, 2H), 2,13-2,25 (m, 1H), 2,98-3,12 (m, 1H), 3,15-3,31 (m, 8H), 6,76-6,84 (m, 2H), 6,93 (d, 2H, J = 9,0 Hz), 6,99 (d, 2H, J = 8,1 Hz), 7,24 (d, 2H, J = 8,1 Hz), 7,46 (d, 2H, J = 9,0 Hz), 9,60 (s, 1H).
\vskip1.000000\baselineskip
I-54
p.f. = >215ºC (descomp.)
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,27 (s, 9H), 1,27-2,00 (m, 18H), 2,14-2,26 (m, 1H), 2,53-2,84 (m, 4H), 2,86-3,30 (m, 2H), 3,46-3,54 (m, 1H), 3,62-3,74 (m, 2H), 6,78 (d, 1H, J = 8,7 Hz), 6,87 (d, 2H, J = 7,8 Hz), 7,42 (d, 2H, J = 8,7 Hz), 9,58 (s, 1H).
\vskip1.000000\baselineskip
I-55
p.f. = >290ºC (descomp.)
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,23-1,40 (m, 2H), 1,40 (s, 9H), 1,60-1,76 (m, 2H), 2,02-2,27 (m, 5H), 3,20 (t, 4H, J = 5,4 Hz), 3,21-3,32 (m, 1H), 3,67 (d, 1H, J = 9,3 Hz), 3,98 (t, 4H, J = 4,8 Hz), 6,52 (t, 1H, J = 4,8 Hz), 6,93 (d, 2H, J = 8,4 Hz), 7,06 (s, 1H), 7,41 (d, 2H, J = 8,7 Hz), 8,33 (d, 2H, J = 4,8 Hz).
\vskip1.000000\baselineskip
I-56
p.f. = >232ºC (descomp.)
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,27 (s, 9H), 1,27-1,48 (m, 4H), 1,80-1,99 (m, 4H), 2,14-2,25 (m, 1H), 3,04-3,24 (m, 8H), 3,68 (s, 3H), 3,76 (s, 3H), 6,44-6,47 (m, 1H), 6,66 (s, 1H), 6,76-6,84 (m, 2H), 6,92 (d, 2H, J = 8,4 Hz), 7,46 (d, 2H, J = 8,4 Hz), 9,61 (s, 1H).
\vskip1.000000\baselineskip
I-57
p.f. = 284-285ºC (descomp.)
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,27 (t, 3H, J = 7,2 Hz), 1,40 (s, 9H), 1,61-2,24 (m, 9H), 2,35-2,49 (m, 1H), 2,76 (t, 2H, J = 10,2 Hz), 3,04-3,15 (m, 2H), 3,20-3,36 (m, 1H), 3,55-3,59 (m, 2H), 3,87 (d, 1H, J = 9,6 Hz), 4,12-4,19 (m, 2H), 6,90 (d, 2H, J = 8,7 Hz), 2,79 (s, 1H), 7,40 (d, 2H, J = 8,7 Hz).
\vskip1.000000\baselineskip
I-58
p.f. = >299ºC (descomp.)
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,26-1,33 (m, 2H), 1,40 (s, 9H), 1,56-2,42 (m, 19H), 2,73-2,81 (m, 4H), 3,16-3,26 (m, 4H), 3,64 (d, 1H, J = 9,6 Hz), 6,87 (d, 2H, J = 8,7 Hz), 7,04 (s, 1H), 7,37 (d, 2H, J = 9,0 Hz).
\vskip1.000000\baselineskip
I-59
p.f. = >270ºC (descomp.)
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,26-1,47 (m, 2H), 1,47 (s, 9H), 1,60-1,80 (m, 4H), 2,01-2,32 (m, 5H), 3,28-3,40 (m, 3H), 3,62-3,74 (m, 3H), 5,74-5,96 (m, 2H), 6,92 (d, 2H, J = 8,7 Hz), 7,13 (s, 1H), 7,39 (d, 2H, J = 9,0 Hz).
\vskip1.000000\baselineskip
I-60
p.f. = 247-250ºC (descomp.)
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,20-1,37 (m, 2H), 1,40 (s, 9H), 1,60-1,78 (m, 2H), 1,98-2,33 (m, 5H), 2,93-3,03 (m, 2H), 3,22-3,40 (m, 1H), 3,52 (t, 2H, J = 6,0 Hz), 3,62 (d, 1H, J = 8,4 Hz), 4,36 (s, 2H), 6,93 (d, 2H, J = 8,7 Hz), 7,00 (s, 1H), 7,11-7,22 (m, 4H),7,39 (d, 2H, J = 8,7 Hz).
\vskip1.000000\baselineskip
I-61
p.f. = 280-281ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,21-1,38 (m, 2H), 1,41 (s, 9H), 1,64-1,80 (m, 2H), 2,02-2,33 (m, 5H), 3,24-3,40 (m, 1H), 3,61 (d, 1H, J = 9,0 Hz), 6,33 (t, 2H, J = 2,1 Hz), 7,04 (t, 2H, J = 2,1 Hz), 7,14 (s, 1H), 7,34 (d, 2H, J = 9,0 Hz), 7,56 (d, 2H, J = 9,0 Hz).
\vskip1.000000\baselineskip
I-62
p.f. = 260-262ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,22-1,39 (m, 2H), 1,41 (s, 9H), 1,64-1,82 (m, 2H), 2,02-2,35 (m, 5H), 3,24-3,40 (m, 1H), 3,62 (d, 1H, J = 9,6 Hz), 7,31 (d, 2H, J = 9,0 Hz), 7,51 (s, 1H), 7,69 (d, 2H, J = 9,0 Hz).
\vskip1.000000\baselineskip
I-63
p.f. = 248ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,20-1,38 (m, 2H), 1,40 (s, 9H), 1,61-1,78 (m, 2H), 1,98-2,32 (m, 5H), 3,22-3,45 (m, 1H), 3,64 (d, 1H, J = 9,3 Hz), 7,11 (s, 1H), 7,37-7,46 (m, 4H).
\vskip1.000000\baselineskip
I-64
p.f. = 272-275ºC (descomp.)
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,20-1,53 (m, 4H), 1,27 (s, 9H), 1,75-1,88 (m, 2H), 1,88-2,00 (m, 2H), 2,11-2,24 (m, 1H), 2,96-3,12 (m, 1H), 5,96 (s, 2H), 6,77 (d, 1H, J = 8,7 Hz), 6,82 (d, 1H, J = 8,4 Hz), 6,95 (dd, 1H, J = 1,8, 8,4 Hz), 7,29 (d, 1H, J = 1,8 Hz), 9,70 (s, 1H).
\vskip1.000000\baselineskip
I-65
p.f. = 293-296ºC (descomp.)
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,20-1,70 (m, 10H), 1,27 (s, 9H), 1,79-2,038 (m, 4H), 2,18-2,33 (m, 1H), 2,98-3,30 (m, 5H), 6,79 (d, 1H, J = 9,0 Hz), 6,97 (d, 2H, J = 8,1 Hz), 7,43-7,57 (m, 4H), 7,62 (d, 2H, J = 8,1 Hz), 9,82 (s, 1H).
\vskip1.000000\baselineskip
I-66
p.f. = >300ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,27 (s, 9H), 1,27-1,53 (m, 4H), 1,86-1,99 (m, 4H), 2,22-2,34 (m, 1H), 2,39 (s, 3H), 3,00-3,14 (m, 1H), 6,25 (s, 1H), 6,79 (d, 1H, J = 9,0 Hz), 7,47-7,50 (m, 1H), 7,69-7,76 (m, 1H), 10,27 (s, 1H).
\vskip1.000000\baselineskip
I-67
p.f. = 248-249ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,20-1,54 (m, 4H), 1,27 (s, 9H), 1,77-1,90 (m, 2H), 1,90-2,02 (m, 2H), 2,02 (s, 3H), 2,17-2,32 (m, 1H), 2,96-3,13 (m, 1H), 6,78 (d, 1H, J = 8,7 Hz), 7,12-7,30 (m, 3H), 7,89 (s, 1H), 9,79 (s, 1H), 9,88 (s, 1H).
\vskip1.000000\baselineskip
I-68
p.f. = >300ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,20-1,54 (m, 4H), 1,27 (s, 9H), 1,77-1,89 (m, 2H), 1,89-2,03 (m, 2H), 2,00 (s, 3H), 2,14-2,28 (m, 1H), 2,95-3,13 (m, 1H), 6,78 (d, 1H, J = 8,7 Hz), 7,40-7,54 (m, 4H), 9,72 (s, 1H), 9,83 (s, 1H).
\vskip1.000000\baselineskip
I-69
p.f. = 199-201ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,21-1,53 (m, 4H), 1,27 (s, 9H), 1,76-1,89 (m, 2H), 1,89-2,02 (m, 2H), 2,13-2,30 (m, 1H), 2,85 (s, 6H), 2,94-3,14 (m, 1H), 6,40 (dd, 1H, J = 2,4, 8,4 Hz), 6,78 (d, 1H, J = 8,7 Hz), 6,90 (d, 1H, J = 8,4 Hz), 7,05 (t, 2H, J = 8,4 Hz), 9,60 (s, 1H).
\vskip1.000000\baselineskip
I-70
p.f. = 227-230ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,22-1,52 (m, 4H), 1,27 (s, 9H), 1,72-1,87 (m, 2H), 1,87-2,01 (m, 2H), 2,12-2,29 (m, 1H), 2,96-3,12 (m, 1H), 5,00 (s, 2H), 6,22 (d, 1H, J = 7,5 Hz), 6,66 (d, 1H, J = 7,5 Hz), 6,78 (d, 1H, J = 9,0 Hz), 6,86 (d, 1H, J = 7,5 Hz), 6,89-6,95 (m, 1H), 9,46 (s, 1H).
\vskip1.000000\baselineskip
I-71
p.f. = 270-272ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,22-1,52 (m, 4H), 1,26 (s, 9H), 1,73-1,86 (m, 2H), 1,88-2,00 (m, 2H), 2,08-2,22 (m, 1H), 2,95-3,11 (m, 1H), 4,80 (s, 2H), 6,47 (d, 2H, J = 8,4 Hz), 6,77 (d, 1H, J = 8,4 Hz), 7,20 (d, 2H, J = 8,4 Hz), 9,35 (s, 1H).
\vskip1.000000\baselineskip
I-72
p.f. = 262-263ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,25 (d, 6H, J = 6,3 Hz), 1,17-1,42 (m, 2H), 1,40 (s, 9H), 1,60-1,78 (m, 2H), 1,98-2,43 (m, 7H), 3,20-3,43 (m, 3H), 3,67 (d, 1H, J = 9,6 Hz), 3,74-3,86 (m, 2H), 6,86 (d, 2H, J = 9,0 Hz), 7,04 (s, 1H), 7,38 (d, 2H, J = 9,0 Hz).
\vskip1.000000\baselineskip
I-73
p.f. = 218-219ºC
RMN-H^{1} (CD_{3}OD) \delta ppm = 1,36 (s, 9H), 1,36-1,69 (m, 4H), 1,45 (s, 9H), 1,88-2,02 (m, 3H), 2,06-2,30 (m, 4H), 3,05-3,44 (m, 3H), 3,46-3,56 (m, 1H), 4,16-4,26 (m, 1H), 6,51 (d, 2H, J = 9,0 Hz), 7,30 (d, 2H, J = 8,7 Hz).
\vskip1.000000\baselineskip
I-74
p.f. = 295-296ºC (descomp.)
RMN-H^{1} (CD_{3}OD) \delta ppm = 1,36 (s, 9H), 1,36-1,67 (m, 4H), 1,92-2,13 (m, 4H), 2,26-2,40 (m, 2H), 2,62-2,75 (m, 1H), 3,16-3,25 (m, 1H), 3,58-3,98 (m, 4H), 4,16-4,25 (m, 1H), 7,20-7,30 (m, 2H), 7,62 (d, 2H, J = 9,0 Hz).
\vskip1.000000\baselineskip
I-75
p.f. = 250-251ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,23-1,55 (m, 4H), 1,27 (s, 9H), 1,78-1,90 (m, 2H), 1,90-2,02 (m, 2H), 2,15-2,28 (m, 1H), 2,98-3,14 (m, 1H), 3,06 (t, 2H, J = 8,4 Hz), 3,87 (t, 2H, J = 8,4 Hz), 6,67 (dd, 1H, J = 1,5, 7,2 Hz), 6,80 (d, 1H, J = 8,4 Hz), 6,94-7,05 (m, 2H), 7,12-7,19 (m, 1H), 7,16 (d, 2H, J = 9,3 Hz), 7,57 (d, 2H, J = 9,3 Hz), 9,73 (s, 1H).
\vskip1.000000\baselineskip
I-76
p.f. = 265-266ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,23-1,58 (m, 4H), 1,28 (s, 9H), 1,83-2,04 (m, 4H), 2,20-2,36 (m, 1H), 2,97-3,16 (m, 1H), 6,67 (d, 1H, J = 3,0 Hz), 6,82 (d, 1H, J = 8,4 Hz), 7,07-7,22 (m, 2H), 7,47-7,53 (m, 1H), 7,50 (d, 2H, J = 9,0 Hz), 7,58 (d, 1H, J = 3,0 Hz), 7,64 (d, 1H, J = 7,5 Hz), 7,79 (d, 2H, J = 9,0 Hz), 10,02 (s, 1H).
\vskip1.000000\baselineskip
I-77
p.f. = 281ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,21-1,56 (m, 4H), 1,27 (s, 9H), 1,80-2,03 (m, 4H), 2,18-2,31 (m, 1H), 2,97-3,14 (m, 1H), 6,51 (dd, 1H, J = 2,1, 2,7 Hz), 6,81 (d, 1H, J = 9,0 Hz), 7,67-7,78 (m, 5H), 8,41 (d, 1H, J = 2,1 Hz), 9,96 (s, 1H).
\vskip1.000000\baselineskip
I-78
p.f. = >300ºC (descomp.)
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,27 (s, 9H), 1,27-1,52 (m, 4H), 1,74-2,04 (m, 7H), 2,10-2,25 (m, 2H), 2,96-3,20 (m, 2H), 3,48-3,58 (m, 1H), 3,75-3,84 (m, 1H), 6,39 (d, 2H, J = 8,4 Hz), 6,79 (d, 1H, J = 8,4 Hz), 7,02 (s, 1H), 7,30 (s, 1H), 7,36 (d, 2H, J = 8,1 Hz), 9,48 (s, 1H).
\vskip1.000000\baselineskip
I-79
p.f. = 248-250ºC (descomp.)
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,27 (s, 9H), 1,27-1,54 (m, 4H), 1,85-1,99 (m, 4H), 2,24-2,33 (m, 1H),-3,00-3,14 (m, 1H), 6,82 (d, 1H, J = 8,7 Hz), 7,77 (d, 2H, J = 8,4 Hz), 8,07 (d, 2H, J = 8,4 Hz).
\vskip1.000000\baselineskip
I-80
p.f. = >300ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,22-1,58 (m, 4H), 1,27 (s, 9H), 1,80-2,03 (m, 4H), 2,18-2,32 (m, 1H), 2,98-3,14 (m, 1H), 6,80 (d, 1H, J = 8,7 Hz), 7,35-7,50 (m, 2H), 7,99 (s, 1H), 8,11 (s, 1H), 9,79 (s, 1H), 12,94 (s, 1H).
\vskip1.000000\baselineskip
I-81
p.f. = 261-262ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,21-1,57 (m, 4H), 1,27 (s, 9H), 1,78-2,02 (m, 4H), 2,17-2,30 (m, 1H), 2,96-3,16 (m, 1H), 6,34 (s, 1H), 6,80 (d, 1H, J = 8,7 Hz), 7,14-7,32 (m, 3H), 7,85 (s, 1H), 9,58 (s, 1H), 10,95 (s, 1H).
\vskip1.000000\baselineskip
I-82
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,86 (s, 18H), 1,24-1,37 (m, 2H), 1,37 (s, 9H), 1,56-1,74 (m, 2H), 1,95-2,19 (m, 5H), 3,18-3,32 (m, 1H), 3,44 (t, 4H, J = 6,3 Hz), 3,70 (t, 4H, J = 6,3 Hz), 4,39 (d, 1H, J = 9,0 Hz), 6,59 (d, 2H, J = 9,0 Hz), 7,31 (d, 2H, J = 8,7 Hz), 7,43 (s, 1H).
\vskip1.000000\baselineskip
I-83
p.f. = 264-265ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,27 (s, 9H), 1,27-1,52 (m, 4H), 1,78-1,88 (m, 2H), 1,90-2,00 (m, 2H), 2,14-2,26 (m, 1H), 2,96-3,14 (m, 1H), 6,72-6,82 (m, 2H), 6,99 (t, 4H, J = 7,8 Hz), 7,18 (t, 2H, J = 7,5 Hz), 7,46 (d, 2H, J = 9,0 Hz), 8,00 (s, 1H), 9,65 (s, 1H).
\newpage
I-84
p.f. = 257ºC (descomp.)
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,23-1,57 (m, 4H), 1,27 (s, 9H), 1,83-2,03 (m, 4H), 2,23-2,35 (m, 1H), 2,98-3,15 (m, 1H), 6,80 (d, 1H, J = 8,1 Hz), 7,87 (d, 2H, J = 9,0 Hz), 8,34 (d, 2H, J = 9,0 Hz), 9,21 (s, 1H), 10,20 (s, 1H).
\vskip1.000000\baselineskip
I-85
p.f. = 256-258ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,22-1,53 (m, 4H), 1,26 (s, 9H), 1,79-2,01 (m, 4H), 2,25 (s, 3H), 2,28-2,42 (m, 1H), 2,97-3,02 (m, 1H), 6,71 (d, 1H, J = 0,9 Hz), 6,80 (d, 1H, J = 8,1 Hz), 11,91 (s, 1H).
\vskip1.000000\baselineskip
I-86
p.f. = 228-230ºC
RMN-H^{1} (CD_{3}OD) \delta ppm = 1,36 (s, 9H), 1,36-1,48 (m, 2H), 1,55-1,70 (m, 2H), 1,87-1,98 (m, 2H), 2,08-2,17 (m, 2H), 2,20-2,32 (m, 1H), 3,15-3,27 (m, 1H), 3,50 (t, 4H, J = 5,7 Hz), 3,69 (t, 4H, J = 5,7 Hz), 6,72 (d, 2H, J = 9,0 Hz), 7,29-7,33 (m, 2H).
\vskip1.000000\baselineskip
I-87
p.f. = 183-184ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,27 (s, 9H), 1,27-1,48 (m, 4H), 1,73-1,89 (m, 4H), 1,90-2,00 (m, 2H), 2,16-2,28 (m, 1H), 2,28 (t, 2H, J = 7,5 Hz), 2,51-2,54 (m, 2H), 2,97-3,13 (m, 1H), 3,58 (s, 3H), 6,79 (d, 1H, J = 8,7 Hz), 7,08 (d, 2H, J = 8,7 Hz), 7,49 (d, 2H, J = 8,4 Hz), 9,73 (s, 1H).
\vskip1.000000\baselineskip
I-88
p.f. = 217-218ºC
RMN-H^{1} (CD_{3}OD) \delta ppm = 1,36 (s, 9H), 1,36-1,46 (m, 2H), 1,55-1,69 (m, 2H), 1,83-2,00 (m, 4H), 2,07-2,18 (m, 2H), 2,26-2,36 (m, 3H), 2,61 (t, 2H, J = 7,5 Hz), 3,14-3,26 (m, 1H), 7,13 (d, 2H, J = 8,1 Hz), 7,44 (d, 2H, J = 8,1 Hz).
\vskip1.000000\baselineskip
I-89
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,08 (d, 6H, J = 3,3 Hz), 0,88 (s, 9H), 1,21-1,36 (m, 2H), 1,39 (s, 9H), 1,61-1,74 (m, 2H), 1,88-2,23 (m, 6H), 3,06-3,11 (m, 1H), 3,24-3,74 (m, 4H), 3,92 (d, 1H, J = 9,6 Hz), 4,48-4,56 (m, 1H), 6,47 (d, 2H, J = 9,0 Hz), 7,17 (s, 1H), 7,32 (d, 2H, J = 9,0 Hz).
\vskip1.000000\baselineskip
I-90
p.f. = amorfo
RMN-H^{1} (CD_{3}OD) \delta ppm = 1,36 (s, 9H), 1,36-1,47 (m, 2H), 1,56-1,70 (m, 3H), 1,88-2,30 (m, 6H), 3,05-3,49 (m, 5H), 4,50 (ancha s, 1H), 6,50 (d, 2H, J = 9,0 Hz), 7,29 (d, 2H, J = 9,0 Hz).
\vskip1.000000\baselineskip
I-91
p.f. = 105-106ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,92 (t, 3H, J = 7,3 Hz), 1,25-1,27 (m, 2H), 1,36 (d, 6H, J = 6,9 Hz), 1,51-1,59 (m, 2H), 2,56 (t, 2H, J = 7,8 Hz), 3,27 (sept, 1H, J = 6,9 Hz), 7,12 (d, 2H, J = 8,6 Hz), 7,32 (t, 1H, J = 7,8 Hz), 7,45 (ancha d, 1H, J = 7,8 Hz), 7,53 (d, 2H, J = 8,6 Hz), 7,58 (d, 1H, J = 7,8 Hz), 7,71-7,72 (m, 2H), 8,27 (s, 1H).
\newpage
I-92
p.f. = 163-164ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,93 (t, 3H, J = 7,3 Hz), 1,32-1,39 (m, 2H), 1,55-1,65 (m, 2H), 1,87 (s, 3H), 1,95 (s, 3H), 2,60 (t, 2H, J = 7,6 Hz), 7,07 (d, 2H, J = 8,4 Hz), 7,18 (d, 2H, J = 8,5 Hz), 7,54 (d, 2H, J = 8,5 Hz), 7,91 (ancha s, 1H), 8,18 (d, 2H, J = 8,4 Hz), 8,77 (s, 1H).
\vskip1.000000\baselineskip
I-93
p.f. = 173ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,93 (t, 3H, J = 7,3 Hz), 1,32-1,40 (m, 2H), 1,39 (d, 6H, J = 6,9 Hz), 1,55-1,62 (m, 2H), 2,60 (t, 2H, J = 7,8 Hz), 3,13 (sept, 1H, J = 6,9 Hz), 4,39 (d, 2H, J = 6,3 Hz), 4,45 (t, 1H, J = 6,3 Hz), 7,18 (d, 2H, J = 8,7 Hz), 7,46 (d, 2H, J = 8,7 Hz), 7,54 (d, 2H, J = 8,7 Hz), 7,80 (s, 1H), 7,85 (d, 2H, J = 8,7 Hz).
\vskip1.000000\baselineskip
I-94
p.f. = 159-160ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,93 (t, 3H, J = 7,3 Hz), 1,32-1,39 (m, 2H), 1,54-1,80 (m, 2H), 1,79 (s, 3H), 1,80 (s, 3H), 2,60t, 2H, J = 7,7 Hz), 3,18 (s, 3H), 7,18 (d, 2H, J = 8,5 Hz), 7,30 (d, 2H, J = 8,8 Hz), 7,52 (d, 2H, J = 8,5 Hz), 7,70 (ancha s, 1H), 7,84 (d, 2H, J = 8,8 Hz), 8,77 (s, 1H).
\vskip1.000000\baselineskip
I-95
p.f. = 177-178ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,94 (t, 3H, J = 7,2 Hz), 1,31-1,48 (m, 8H), 1,54-1,66 (m, 2H), 2,55 (s, 3H), 2,62 (t, 2H, J = 7,6 Hz), 3,92 (sept, 1H, J = 6,6 Hz), 7,20 (d, 2H, J = 8,45 Hz), 7,74 (d, 2H, J = 8,5 Hz), 9,01 (ancha s, 1H), 9,17 (s, 1H).
\vskip1.000000\baselineskip
I-96
p.f. = 220-223ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,93 (t, 3H, J = 7,3 Hz), 1,28-1,42 (m, 2H), 1,50 (d, 6H, J = 6,8 Hz), 1,54-1,65 (m, 2H), 2,62 (t, 2H, J = 7,6 Hz), 4,08 (sept, 1H, J = 7,1 Hz), 7,20 (d, 2H, J = 8,5 Hz), 7,48 (d, 2H, J = 8,5 Hz), 7,71 (ancha s, 1H), 8,51 (ancha s, 1H), 8,95 (s, 1H).
\vskip1.000000\baselineskip
I-97
p.f. = 195-197ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,91 (t, 3H, J = 7,6 Hz), 0,94 (t, 3H, J = 7,3 Hz), 1,32-1,44 (m, 6H), 1,54-1,64 (m, 2H), 1,66-1,78 (m, 2H), 2,62 (t, 2H, J = 7,7 Hz), 2,86 (ancha s, 2H), 3,98 (sept, 1H, J = 7,1 Hz), 7,19 (d, 2H, J = 8,5 Hz), 7,63 (d, 2H, J = 8,4 Hz), 8,72 (ancha s, 1H), 8,81 (ancha s, 1H).
\vskip1.000000\baselineskip
I-98
p.f. = 216-218ºC
RMN-H^{1} (CDCl_{3}+CD_{3}OD) \delta ppm = 0,93 (t, 3H, J = 7,4 Hz), 1,29-1,40 (m, 2H), 1,43 (d, 2H, J = 6,9 Hz), 1,51-1,63 (m, 2H), 2,60 (t, 2H, J = 7,8 Hz), 3,65 (sept; 1H, J = 6,9 Hz), 7,18 (d, 2H, J = 8,5 Hz), 7,22 (d, 1H, J = 8,8 Hz), 7,55 (d, 2H, J = 8,5 Hz), 8,18 (dd, 1H, J = 8,8, 2,4 Hz), 8,63 (d, 1H, J = 2,4Hz).
\newpage
I-99
p.f. = 201-202ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,93 (t, 3H, J = 7,3 Hz), 1,22-1,40 (m, 2H), 1,49 (d, 2H, J = 7,1 Hz), 1,51-1,63 (m, 2H), 2,59 (t, 2H, J = 7,7 Hz), 4,22 (sept, 1H, J = 7,1 Hz), 7,16 (d, 2H, J = 8,4 Hz), 7,41 (ancha s, 1H), 7,52 (d, 2H, J = 8,4 Hz), 8,10 (ancha s, 1H), 8,13 (d, 1H, J = 2,2 Hz), 8,61 (ancha s, 1H).
\vskip1.000000\baselineskip
I-100
p.f. = 160-162ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,93 (t, 3H, J = 7,3 Hz), 1,22-1,42 (m, 2H), 1,45 (d, 2H, J = 6,9 Hz), 1,51-1,63 (m, 2H), 2,61 (t, 2H, J = 7,8 Hz), 3,37 (sept, 1H, J = 6,9 Hz), 6,89 (ancha s, 1H), 7,19 (d, 2H, J = 8,4 Hz), 7,65 (d, 2H, J = 8,4 Hz), 7,80 (dd, 1H, J = 8,4, 2,4 Hz), 8,27 (d, 1H, J = 8,4 Hz), 8,45 (d, 1H, J = 2,4 Hz), 9,75 (ancha s, 1H).
\vskip1.000000\baselineskip
I-101, I-214
p.f. = 192-194ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,93 (t, 3H, J = 7,3 Hz), 1,27-1,41 (m, 2H), 1,35 (s, 9H), 1,50-1,66 (m, 2H), 2,60 (t, 2H, J = 7,6 Hz), 5,58 (ancha s, 1H), 7,07 (d, 2H, J = 8,5 Hz), 7,17 (d, 2H, J = 8,5 Hz), 7,52 (d, 2H, J = 8,5 Hz), 7,71 (ancha s, 1H), 7,79 (d, 2H, J = 8,5Hz).
\vskip1.000000\baselineskip
I-102
p.f. = 216-217ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,93 (t, 3H, J = 7,3 Hz), 1,26-1,42 (m, 2H), 1,45 (s, 9H), 1,70-1,83 (m, 2H), 2,60 (t, 2H, J = 7,7 Hz), 6,42 (ancha s, 1H), 7,18 (d, 2H, J = 8,5 Hz), 7,35 (d, 2H, J = 8,5 Hz), 7,51 (d, 2H, J = 8,5 Hz), 7,68 (ancha s, 1H), 7,82 (d, 2H, J = 8,5Hz).
\vskip1.000000\baselineskip
I-103
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,91 (t, 3H, J = 7,3 Hz), 1,28-1,36 (m, 2H), 1,32 (d, 6H, J = 6,9 Hz), 1,49-1,59 (m, 2H), 2,54 (t, 2H, J = 7,7 Hz), 3,23 (sept, 1H, J = 6,9 Hz), 3,46 (s, 3H), 6,76 (ancha s, 1H), 6,91 (d, 2H, J = 8,2 Hz), 6,99 (d, 2H, J = 8,8 Hz), 7,03 (d, 2H, J = 8,2 Hz), 7,25 (d, 2H, J = 8,8 Hz).
\vskip1.000000\baselineskip
I-104
p.f. = 182-183ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,93 (t, 3H, J = 7,3 Hz), 1,28-1,40 (m, 2H), 1,51-1,63 (m, 2H), 1,64-1,88 (m, 4H), 1,90-2,23 (m, 4H), 2,60 (t, 2H, J = 7,6 Hz), 3,39 (m, 1H), 6,16 (ancha s, 1H), 7,07 (d, 2H, J = 8,5 Hz), 7,16 (d, 2H, J = 8,5 Hz), 7,52 (d, 2H, J = 8,5 Hz), 7,74 (ancha s, 1H), 7,77 (d, 2H, J = 8,5Hz).
\vskip1.000000\baselineskip
I-105
p.f. = 190-191ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,93 (t, 3H, J = 7,3 Hz), 1,28-1,41 (m, 2H), 1,52-1,69 (m, 4H), 1,75-1,90 (m, 2H), 1,92-2,07 (m, 4H), 2,58 (t, 2H, J = 7,6 Hz), 3,59 (m, 1H), 6,53 (ancha s, 1H), 7,18 (d, 2H, J = 8,5 Hz), 7,31 (d, 2H, J = 8,5 Hz), 7,52 (d, 2H, J = 8,5 Hz), 7,67 (ancha s, 1H), 7,84 (d, 2H, J = 8,5Hz).
\vskip1.000000\baselineskip
I-106
p.f. = 194-197ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,93 (t, 3H, J = 7,3 Hz), 1,22-1,41 (m, 2H), 1,53-1,65 (m, 2H), 1,90 (s, 6H), 2,60 (t, 2H, J = 7,8 Hz), 6,86 (ancha s, 1H), 7,18 (d, 2H, J = 8,5 Hz), 7,43 (d, 2H, J = 8,5 Hz), 7,51 (d, 2H, J = 8,5 Hz), 7,71 (ancha s, 1H), 7,84 (d, 2H, J = 8,5Hz).
\vskip1.000000\baselineskip
\global\parskip0.950000\baselineskip
I-107
p.f. = 211-212ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,93 (t, 3H, J = 7,3 Hz), 1,24-1,40 (m, 2H), 1,50-1,62 (m, 2H), 2,60 (t, 2H, J = 7,6 Hz), 6,19 (ancha s, 1H), 7,17 (d, 2H, J = 8,5 Hz), 7,18 (d, 2H, J = 8,5 Hz), 7,51 (d, 2H, J = 8,5 Hz), 7,66 (ancha s, 1H), 7,86 (d, 2H, J = 8,5Hz).
\vskip1.000000\baselineskip
I-108
p.f. = 298-300ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 0,90 (t, 3H, J = 7,3 Hz), 1,22-1,39 (m, 2H), 1,48-1,60 (m, 2H), 2,54 (t, 2H, J = 7,3 Hz), 7,04 (d, 2H, J = 8,8 Hz), 7,12 (d, 2H, J = 8,5 Hz), 7,64 (d, 2H, J = 8,5 Hz), 7,69 (d, 2H, J = 8,8 Hz), 9,80 (s, 1H).
\vskip1.000000\baselineskip
I-109
p.f. = 122-123ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,90 (t, 3H, J = 7,4 Hz), 0,97 (t, 3H, J = 7,7 Hz), 1,26-1,38 (m, 2H), 1,30 (s, 6H), 1,50-1,66 (m, 4H), 1,72-1,83 (m, 4H), 2,34 (t, 2H, J = 7,1 Hz), 2,55 (t, 2H, J = 7,6 Hz), 3,19 (q, 1H, J = 6,0 Hz), 4,60 (ancha s, 1H), 7,08 (d, 2H, J = 8,5 Hz), 7,42 (d, 2H, J = 8,5 Hz), 7,85 (s, 1H).
\vskip1.000000\baselineskip
I-110
p.f. = 109-110ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,91 (t, 3H, J = 7,4 Hz), 1,10 (d, 6H, J = 6,7 Hz), 1,29-1,38 (m, 2H), 1,55 (s, 9H), 1,60-1,70 (m, 2H), 1,78-1,89 (m, 2H), 2,26 (m, 1H), 2,39 (t, 2H, J = 7,0 Hz), 2,57 (t, 2H, J = 7,7 Hz), 2,90 (d, 2H, J = 6,6 Hz), 3,16 (ancha s, 1H), 4,24 (ancha s, 1H), 7,12 (d, 2H, J = 8,5 Hz), 7,40 (d, 2H, J = 8,5Hz).
\vskip1.000000\baselineskip
I-111
p.f. = 64-65ºC
^{1}H-NMR, (CDCl_{3}) \delta ppm = 0,91 (t, 3H, J = 7,3 Hz), 1,02 (t, 3H, J = 7,5 Hz), 1,35 (d, 3H, J = 6,7 Hz), 1,26-1,38 (m, 2H), 1,48-1,69 (m, 5H), 1,76-1,87 (m, 2H), 2,04 (m, 1H), 2,38 (t, 2H, J = 7,3 Hz), 2,56 (t, 2H, J = 7,6 Hz), 2,91 (m, 1H), 3,16 (ancha s, 2H), 4,42 (ancha s, 1H), 7,11 (d, 2H, J = 8,5 Hz), 7,42 (d, 2H, J = 8,5 Hz), 7,47 (ancha s, 1H).
\vskip1.000000\baselineskip
I-112
p.f. = 79-80ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,36 (s, 9H), 1,52-1,62 (m, 2H), 1,67-1,76 (m, 2H), 2,22 (t, 2H, J = 7,4 Hz), 3,16 (q, 2H, J = 6,3 Hz), 3,78 (s, 3H), 4,33 (d, 2H, J = 5,4 Hz), 4,62 (ancha s, 1H), 6,20 (ancha s, 1H), 6,85 (d, 2H, J = 8,8 Hz), 7,19 (d, 2H, J = 8,8Hz).
\vskip1.000000\baselineskip
I-113
p.f. = 125-126ºC
^{1}H-NMR, (CDCl_{3}) \delta ppm = 1,38 (s, 9H), 1,62-1,70 (m, 2H), 1,76-1,88 (m, 2H), 2,46 (t, 2H, J = 7,4 Hz), 3,22 (q, 2H, J = 6,1 Hz), 4,22 (t, 1H, J = 6,1 Hz), 7,24 (dd, 1H, J = 8,9, 2,3 Hz), 7,36 (d, 1H, J = 2,3 Hz), 7,65 (ancha s, 1H), 8,29 (d, 1H, J = 8,9Hz).
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I-114
p.f. = 89-91ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,92 (t, 3H, J = 7,0 Hz), 1,06 (d, 6H, J = 7,0 Hz), 1,36 (m 1H), 1,50-1,72 (m,5H), 1,94-2,06 (m, 2H), 2,26 (m, 1H), 2,60 (t, 2H, J = 7,7 Hz), 2,84 (t, 2H, J = 7,7 Hz), 2,93 (d, 2H, J = 6,3 Hz), 3,20 (t, 2H, J = 6,6 Hz), 4,30 (ancha s, 1H), 7,19 (d, 2H, J = 8,5 Hz), 7,63 (d, 2H, J = 8,5 Hz), 9,15 (ancha s, 1H).
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I-115
p.f. = 94-95ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,92 (t, 3H, J = 7,5 Hz), 1,03 (t, 3H, J = 7,5 Hz), 1,23-1,40 (m,5H), 1,42-1,65 (m, 6H), 1,75 (m, 1H), 2,02 (m, 1H), 2,24 (t, 2H, J = 7,0 Hz), 2,59 (t, 2H, J = 8,0 Hz), 2,90 (m, 1H), 3,14 (q, 2H, J = 6,6 Hz), 4,20 (m, 1H), 4,40 (d, 2H, J = 5,4 Hz), 5,70 (ancha s, 1H), 7,14 (d, 2H, J = 8,1 Hz), 7,18 (d, 2H, J = 8,1Hz).
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I-116
p.f. = 89-91ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,97 (t, 3H, J = 7,3 Hz), 1,02 (t, 3H, J = 7,5 Hz), 1,35 (d, 3H, J = 7,0 Hz), 1,40-1,90 (m,9H), 2,04 (m,1H), 2,37 (t, 2H, J = 7,0 Hz), 2,90 (m, 1H), 3,17 (q, 2H, J = 6,6 Hz), 3,93 (t, 2H, J = 6,6 Hz), 4,32 (m, 1H), 6,84 (d, 2H, J = 9,0 Hz), 7,31 (ancha s, 1H), 7,40 (d, 2H, J = 9,0Hz).
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I-117
p.f. = 110-111ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,02 (t, 3H, J = 7,5 Hz), 1,34 (d, 3H, J = 6,6 Hz), 1,45-1,70 (m, 3H), 1,75-1,85 (m, 2H), 2,05 (m,1H), 2,36 (t, 2H, J = 7,5 Hz), 2,90 (m, 1H), 3,16 (q, 2H, J = 6,6 Hz), 3,78 (s, 3H), 4,50 (m, 1H), 6,84 (d, 2H, J = 6,8 Hz), 7,42 (d, 2H, J = 6,8 Hz), 7,48 (ancha s, 1H).
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I-118
p.f. = 113-115ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,92 (t, 3H, J = 7,0 Hz), 1,20-1,34 (m,1H), 1,37 (d, 6H, J = 7,0 Hz), 1,48-1,70 (m, 3H), 2,43 (q, 2H, J = 6,6 Hz), 2,58 (t, 2H, J = 7,7 Hz), 3,10-3,31 (m, 3H), 4,75 (m, 1H), 6,04 (d, 1H, J = 15,0 Hz), 6,77 (dt, 1H, J = 7,7, 15,0 Hz), 7,14 (d, 2H, J = 8,4 Hz), 7,55 (d, 2H, J = 8,4 Hz), 7,85 (ancha s, 1H).
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I-119
p.f. = 139-140ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,19 (s, 9H), 1,47 (m, 2H), 1,61 (m, 2H), 2,18 (t, 2H, J = 7,6 Hz), 3,03 (q, 2H, J = 6,3 Hz), 4,09 (t, 1H, J = 5,9 Hz), 6,85 (ancha d, 1H, J = 8,0 Hz), 7,00 (t, 1H, J = 8,0 Hz), 7,16 (ancha d, 1H, J = 8,0), 7,48 (ancha s, 1H), 7,57 (ancha s, 1H).
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I-120
p.f. = 183ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,91 (t, 3H, J = 7,3 Hz), 1,20-1,58 (m, 6H), 1,40 (s, 9H), 2,07 (dd, 1H, J = 12,9, 3,1 Hz), 2,52 (t, 2H, J = 7,7 Hz), 2,95 (dd, 2H, J = 11,5, 2,5 Hz), 3,46 (m, 1H), 3,88-4,07 (m, 3H), 6,47 (s, 1H), 7,08 (d, 2H, J = 8,5 Hz), 7,22 (d, 2H, J = 8,5Hz).
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I-121
p.f. = 163-166ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,91 (t, 3H, J = 7,3 Hz), 1,32-1,62 (m, 6H), 1,45 (s, 9H), 1,95-2,07 (m, 3H), 2,20 (m, 1H), 2,46 (td, 1H, J = 10,4, 3,7 Hz), 2,37 (t, 2H, J = 7,6 Hz), 3,43 (ancha d, 2H, J = 10,4 Hz), 4,80 (s, 1H), 7,12 (d, 2H, J = 8,4 Hz), 7,14 (s, 1H), 7,39 (d, 2H, J = 8,4Hz).
\newpage
I-122
p.f. = 188-189ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,91 (t, 3H, J = 7,5 Hz), 1,25-1,41 (m,2H), 1,42 (s, 9H), 1,50-1,62 (m,2H), 1,78-1,95 (m, 4H), 2,00-2,20 (m,6H), 2,57 (t, 2H, J = 7,5 Hz), 3,99 (ancha s, 1H), 7,10 (ancha s, 1H), 7,12 (d, 2H, J = 6,5 Hz), 7,41 (d, 2H, J = 6,5Hz).
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I-123
p.f. = 197-198ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,91 (t, 3H, J = 7,5 Hz), 1,24-1,40 (m,2H), 1,39 (s, 9H), 1,50-1,70 (m,2H), 1,99 (ancha s, 12H), 2,56 (t, 2H, J = 7,5 Hz), 3,47 (ancha s, 1H), 7,10 (s, 1H), 7,11 (d, 2H, J = 8,5 Hz), 7,38 (d, 2H, J = 8,5Hz).
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I-124
p.f. = 258-260ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,20-1,40 (m, 2H), 1,41 (s, 9H), 1,62-1,81 (m, 2H), 2,03-2,35 (m, 5H), 2,37 (s, 3H), 2,71 (s, 3H), 3,32 (m, 1H), 3.,64 (d, 1H, J = 8,4 Hz), 7,08 (ancha s, 1H), 7,24 (m, 1H), 7,33 (m, 2H), 7,60 (d, 1H, J = 8,1 Hz), 7,77 (s, 1H), 7,80 (d, 1H, J = 8,4 Hz), 8,14 (m, 1H).
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I-125
p.f. = 297-299ºC
^{1}H-NMR-(DMSO-d_{6}) \delta ppm = 1,27 (s, 9H), 1,28-1,56 (m, 4H), 1,80-2,01 (m, 4H), 2,47 (m, 1H), 2,76 (ancha s, 1H), 3,05 (m, 2H), 6,78 (d, 1H, J = 9,0 Hz), 7,23 (d, 1H, J = 9,0 Hz), 7,46 (dd, 1H, J = 2,0, 9,0 Hz), 8,03 (d, 1H, J = 2,0Hz).
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I-126
p.f. = 198-199ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,18-1,39 (m, 2H), 1,40 (s, 9H), 1,60-1,79 (m, 2H), 1,98-2,35 (m, 5H), 3,30 (m, 1H), 3,67 (d, 1H, J = 9,6 Hz), 5,89 (tt, 1H, J = 3,0, 50,0 Hz), 6,97 (d, 1H, J = 7,8 Hz), 7,21 (s, 1H), 7,30,7,40 (m, 2H), 7,55 (s, 1H).
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I-127
p.f. = 262-264ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,20-1,39 (m, 2H), 1,41 (s, 9H), 1,60-1,80 (m, 2H), 2,00-2,36 (m, 5H), 2,57 (s, 3H), 3,33 (m, 1H), 3.,62 (d, 1H, J = 8,7 Hz), 7,28 (ancha s, 1H), 7,62 (d, 2H, J = 8,7 Hz), 7,94 (d, 2H, J = 8,7Hz).
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I-128
p.f. = 252-254ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,18-1,39 (m, 2H), 1,40 (s, 9H), 1,58-1,79 (m, 2H), 1,99-2,30 (m, 5H), 2,46 (s, 3H), 3,32 (m, 1H), 3,64 (m, 1H), 7,11 (ancha s, 1H), 7,23 (d, 2H, J = 9,0 Hz), 7,44 (d, 2H, J = 9,0Hz).
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I-129
p.f. = >300ºC
RMN-H^{1} (CDCl_{3}+CD_{3}OD) \delta ppm = 1,30-1,45 (m, 2H), 1,42 (s, 9H), 1,70-1,88 (m, 2H), 2,10-2,37 (m, 4H), 2,52 (m, 1H), 3,34 (m, 1H), 7,43-7,54 (m, 3H), 7,82 (d, 1H, J = 6,7 Hz), 7,88 (d, 1H, J = 8,5 Hz), 7,98-8,07 (m, 2H), 8,44 (s, 1H), 8,46 (s, 1H).
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I-130
p.f. = 123-124ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,18-1,34 (m, 2H), 1,40 (s, 9H), 1,62-1,75 (m, 2H), 2,00-2,28 (m, 5H), 3,31 (m, 1H), 3,61 (d, 1H, J = 9,5 Hz), 5,59 (s, 1H), 7,17 (s, 1H), 7,30-7,37 (m, 6H), 7,41 (d, 1H, J = 8,5 Hz), 7,84 (d, 1H, J = 2,1Hz).
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I-131
p.f. = 202-204ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,27-1,38 (m, 2H), 1,38 (s, 9H), 1,62-1,75 (m, 2H), 1,97-2,04 (m, 2H), 2,18-2,27 (m, 3H), 3,26 (m, 1H), 3,81 (s, 3H), 4,62 (d, 1H, J = 7,9 Hz), 7,12 (d, 1H, J = 7,8 Hz), 7,40 (t, 1H, J = 7,8 Hz), 7,51 (s, 3H), 7,61 (d, 1H, J = 7,8 Hz), 7,71 (s, 1H), 8,21 (ancha s, 1H).
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I-132
p.f. = 236-237ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,23-1,43 (m, 2H), 1,41 (s, 9H), 1,66-1,80 (m, 2H), 2,08-2,12 (m, 2H), 2,23-2,31 (m, 3H), 3,34 (m, 1H), 3,87 (d, 1H, J = 9,5 Hz), 4,02 (s, 3H), 7,30 (td, 1H, J = 7,3, 1,1 Hz), 7,36 (s, 1H), 7,39 (td, 1H, J = 7,3, 1,5 Hz), 7,53 (ancha d, 1H, J = 7,3 Hz), 7,84 (ancha d, 1H, J = 7,3 Hz), 8,05 (s, 1H), 8,73 (s, 1H).
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I-133
p.f. = 198-200ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,93 (t, 3H, J = 7,3 Hz), 0,97 (t, 3H, J = 6,7 Hz), 1,18-1,81 (m, 7H), 1,39 (s, 9H), 1,98-2,05 (m, 2H), 2,21-2,24 (m, 3H), 3,29 (m, 1H), 4,00 (dd, 1H, J = 10,7, 6,7 Hz), 4,09 (dd, 1H, J =10,7, 6,1 Hz), 4,27 (d, 1H, J = 9,8 Hz), 6,37 (d, 1H, J = 15,9 Hz), 7,47 (d, 2H, J = 8,5 Hz), 7,59 (d, 2H, J = 8,5 Hz), 7,62 (d, 1H, J = 15,9 Hz), 7,83 (ancha s, 1H).
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I-134
p.f. = 212-213ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,21-1,32 (m, 2H), 1,39 (s, 9H), 1,59-1,73 (m, 2H), 1,99-2,04 (m, 2H), 2,10-2,26 (m, 3H), 3,26 (m, 1H), 3,72 (d, 1H, J = 9,6 Hz), 6,74 (m, 1H), 7,02 (d, 2H, J = 7,4 Hz), 7,11 (t, 1H, J = 7,4 Hz), 7,13-7,19 (m, 2H), 7,22-7,26 (m, 2H), 7,34 (t, 2H, J = 7,4Hz).
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I-135
p.f. = 294-296ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,27 (s, 9H), 1,28-1,55 (m, 4H), 1,81-2,05 (m, 4H), 2,26 (m, 1H), 2,98-3,20 (m, 2H), 6,78 (d; 1H, J = 9,0 Hz), 7,31 (t, 1H, J = 7,5 Hz), 7,54-7,72 (m, 5H), 7,94 (ancha s, 1H).
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I-136
p.f. = >300ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,28 (s, 9H), 1,29-1,59 (m, 4H), 1,81-2,02 (m, 4H), 2,27 (m, 1H), 3,06 (m, 1H), 6,81 (d, 1H, J = 8,7 Hz), 7,38 (t, 1H, J = 7,2 Hz), 7,48 (t, 2H, J = 7,2 Hz), 7,62-7,81 (m, 10H), 9,93 (ancha s, 1H).
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I-137
p.f. = 291-292ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,25-1,39 (m, 2H), 1,41 (s, 9H), 1,61-1,80 (m, 2H), 2,01-2,36 (m, 5H), 3,32 (m, 1H), 3,63 (d, 1H, J = 9,3 Hz), 7,20 (ancha s, 1H), 7,53-7,74 (m, 8H).
\vskip1.000000\baselineskip
I-138
p.f. = 259-262ºC
RMN-H^{1} (CD_{3}OD) \delta ppm = 1,40 (s, 9H), 1,40-1,80 (m, 4H), 2,00-2,30 (m, 4H), 2,45 (m, 1H), 3,00 (s, 3H), 3,15-3,30 (m, 2H), 7,90 (d, 1H, J = 8,4 Hz), 8,12 (d, 1H, J = 9,0 Hz), 8,39 (d, 1H, J = 9,0 Hz), 8,72 (s, 1H), 8,92 (d, 1H, J = 8,4 Hz), 10,4 (s, 1H).
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I-139
p.f. = 265-268ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,25-1,40 (m, 2H), 1,40 (s, 9H), 168-1,81 (m, 2H), 2,05-2,10 (m, 2H), 2,23-2,37 (m, 3H), 3,32 (m, 1H), 4,27 (d, 1H, J = 9,1 Hz), 7,53 (t, 1H, J = 7,9 Hz), 7,63 (td, 1H, J = 7,9, 1,4 Hz), 7,77 (d, 1H, J = 7,9 Hz), 8,03 (d, 1H, J = 7,9 Hz), 8,37 (ancha s, 1H), 8,85-8,86 (m, 2H).
\vskip1.000000\baselineskip
I-140
p.f. = 258-260ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,20-1,40 (m, 2H), 1,41 (s, 9H), 1,52-1,85 (m, 2H), 2,03-2,35 (m, 5H), 3,34 (m, 1H), 3,75 (m, 1H), 7,35-7,66 (m, 3H), 8,05 (d, 1H, J = 9,0 Hz), 8,11 (d, 1H, J = 9,0 Hz), 8,40 (ancha s, 1H), 8,83 (s, 1H).
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I-141
p.f. = 205-206ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,20-1,37 (m, 2H), 1,40 (s, 9H), 1,43-1,62 (m, 2H), 1,90-2,01 (m, 2H), 2,02-2,23 (m, 3H), 3,27 (m, 1H), 3,63 (d, 1H, J = 9,6 Hz), 3,70 (s, 3H), 6,64 (d, 1H, J = 8,8 Hz), 7,28-7,41 (m, 5H), 7,45 (ancha s, 1H), 8,26 (d, 1H, J = 8,8Hz).
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I-142
p.f. = 277-280ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,23-0,34 (m, 2H), 1,34 (s, 9H), 1,34-1,55 (m, 5H), 1,76-1,80 (m, 2H), 2,97 (m, 1H), 3,31 (d, 1H, J = 9,6 Hz), 7,18 (s, 1H), 7,50-7,59 (m, 4H), 7,77 (dd, 1H, J = 7,4, 1,0 Hz), 7,91-7,98 (m, 2H), 8,39 (dd, 1H, J = 7,4, 1,9Hz).
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I-143
p.f. = 202-203ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,23-1,40 (m, 2H), 1,40 (s, 9H), 1,57-1,71 (m, 2H), 2,05-2,10 (m, 2H), 2,18-2,28 (m, 3H), 3,31 (m, 1H), 3,91 (s, 3H), 3,93 (s, 3H), 4,05 (d, 1H, J = 9,5 Hz), 8,15 (s, 1H), 9,56 (s, 1H).
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I-144
p.f. = 177-178ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,27-1,39 (m, 2H), 1,40 (s, 9H), 1,65-1,79 (m, 2H), 2,04-2,07 (m, 2H), 2,12-2,34 (m, 3H), 3,22 (m, 1H), 3,93 (d, 1H, J = 9,1 Hz), 6,90-7,03 (m, 3H), 7,25 (m, 1H), 7,77 (dd, 1H, J = 4,9, 1,7 Hz), 7,81 (ancha s, 1H), 8,72 (dd, 1H, J = 7,8, 1,5Hz).
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I-145
p.f. = >300ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,30 (s, 9H), 1,44-1,70 (m, 4H), 2,05-2,19 (m, 4H), 2,73 (m, 1H), 3,18 (m, 1H), 6,86 (d, 1H, J = 8,8 Hz), 7,62 (t, 2H, J = 8,5 Hz), 7,86 (t, 2H, J = 8,5 Hz), 7,89 (d, 2H, J = 8,5 Hz), 8,16 (d, 2H, J = 8,5Hz).
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I-146
p.f. = 240-242ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,26-1,53 (m, 4H), 1,27 (s, 9H), 1,74-1,83 (m, 2H), 1,90-1,97 (m, 2H), 2,26 (m, 1H), 3,04 (m, 1H), 6,59 (ancha s, 1H), 6,74-6,79 (m, 3H), 7,74 (s, 1H), 10,32 (s, 1H), 12,80 (s, 1H).
\vskip1.000000\baselineskip
I-147
p.f. = 167-169ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,05-1,28 (m, 2H), 1,38 (s, 9H), 1,47-1,70 (m, 2H), 1,80-2,00 (m, 3H), 2,13-2,25 (m, 2H), 2,75 (t, 2H, J = 6,9 Hz), 3,24 (m, 1H), 3,49 (dt, 2H, J = 6,3, 6,9 Hz), 3,58 (d, 1H, J = 8,7 Hz), 3,87 (s, 6H), 5,40 (ancha s, 1H), 6,71 (m, 2H), 6,82 (d, 1H, J = 8,7Hz).
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I-148
p.f. = 171-172ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,16-1,38 (m, 2H), 1,39 (s, 9H), 1,50-1,79 (m, 4H), 1,85-2,02 (m, 3H), 2,15-2,30 (m, 2H), 2,35-2,56 (m, 6H), 3,25 (m, 1H), 3,33 (q, 2H, J = 6,0 Hz), 3,63 (d, 1H, J = 9,0 Hz), 3,72 (t, 4H, J = 4,6 Hz), 6,77 (ancha s, 1H).
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I-149
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,20-1,36 (m, 2H), 1,28 (t, 3H, J = 7,2 Hz), 1,39 (s, 9H), 1,45-1,70 (m, 2H), 1,85-2,30 (m, 7H), 2,43 (s, 3H), 3,05-3,42 (m, 3H), 3,46-3,80 (m, 3H), 7,31 (d, 1H, J = 7,2 Hz), 7,40-7,52 (m, 3H), 8,18 (ancha s, 1H).
\vskip1.000000\baselineskip
I-150
p.f. = 203-204ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,15-1,37 (m, 2H), 1,39 (s, 9H), 1,42-1,70 (m, 2H), 1,85-2,29 (m, 5H), 2,76 (t, 2H, J = 6,0 Hz), 3,26 (m, 1H), 3,49 (q, 2H, J = 6,0 Hz), 3,61 (m, 1H), 4,03 (s, 2H), 5,88 (ancha s, 1H), 7,15 (dd, 1H, J = 7,0, 8,8 Hz), 7,30-7,35 (m, 2H).
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I-151
p.f. = 181-183ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,15-1,30 (m, 2H), 1,39 (s, 9H), 1,45-1,64 (m, 2H), 1,88-2,05 (m, 3H), 2,15-2,25 (m, 2H), 2,69 (t, 2H, J = 6,0 Hz), 3,28 (m, 1H), 3,47 (q, 2H, J = 6,0 Hz), 3,58 (d, 1H, J = 9,9 Hz), 3,87 (s, 2H), 5,83 (ancha s, 1H), 7,00 (m, 1H), 7,20 (m, 2H).
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I-152
p.f. = 222-224ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,16-1,37 (m, 2H), 1,39 (s, 9H), 1,49-1,70 (m, 2H), 1,90-2,25 (m, 5H), 3,26 (m, 1H), 3,36 (t, 2H, J = 6,4 Hz), 3,66 (dt, 3H, J = 6,0, 6,4 Hz), 5,87 (t, 1H, J = 6,0 Hz), 7,58 (s, 1H), 7,68 (dd, 1H, J = 7,0, 8,5 Hz), 7,83 (dd, 1H, J = 7,0, 8,5 Hz), 8,19 (t, 2H, J = 8,5Hz).
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I-153
p.f. = 207-209ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,05-1,25 (m, 2H), 1,38 (s, 9H), 1,40-2,03 (m, 10H), 2,05-2,25 (m, 2H), 2,58 (s, 3H), 2,76 (m, 1H), 3,05-3,35 (m, 2H), 3,97 (d, 1H, J = 9,5 Hz), 4,94 (t, 1H, J = 4,0 Hz), 8,42 (d, 1H, J = 5,5 Hz), 8,97 (d, 1H, J = 5,5Hz).
\vskip1.000000\baselineskip
I-154
p.f. = 184-185ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,05-1,25 (m, 2H), 1,37 (s, 9H), 1,50-1,69 (m, 2H), 1,85-2,05 (m, 3H), 2,10-2,21 (m, 2H), 3,24 (m, 1H), 3,64 (m, 1H), 4,87 (s, 1H), 4,88 (s, 1H), 5,67 (ancha s, 1H), 7,42 (d, 2H, J = 5,5 Hz), 7,52 (m, 2H), 7,78 (m, 1H), 7,82 (m, 1H), 7,95 (d, 1H, J = 7,0Hz).
\vskip1.000000\baselineskip
I-155
p.f. = 208-210ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,26 (s, 9H), 1,27-1,50 (m, 4H), 1,75-2,00 (m, 4H), 2,16 (m, 1H), 2,81 (s, 3H), 3,02 (m, 1H), 6,79 (d, 1H, J = 8,5 Hz), 10,00 (s, 1H), 10,66 (s, 1H).
\vskip1.000000\baselineskip
I-156
p.f. = 256-257ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,20-1,39 (m, 2H), 1,41 (s, 9H), 1,60-1,81 (m, 2H), 2,01-2,35 (m, 5H), 2,69 (t, 2H, J = 6,0 Hz), 3,11 (t, 2H, J = 6,0 Hz), 3,30 (m, 1H), 3,61 (d, 1H, J = 9,3 Hz), 7,21 (d, 1H, J = 8,0 Hz), 7,31 (s, 1H), 7,70 (d, 1H, J = 8,0 Hz), 7,99 (s, 1H).
\vskip1.000000\baselineskip
I-157
p.f. = 269-271ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,20-1,45 (m, 2H), 1,41 (s, 9H), 1,70-1,90 (m, 2H), 2,10-2,45 (m, 5H), 3,37 (m, 1H), 3,68 (m, 1H), 7,45 (dd, 1H, J = 4,0, 8,0 Hz), 7,53 (ancha s, 1H), 7,72 (t, 1H, J = 8,0 Hz), 7,83 (d, 1H, J = 8,0 Hz), 8,02 (d, 1H, J = 8,0 Hz), 8,18 (d, 1H, J = 8,0 Hz), 8,93 (d, 1H, J = 4,0Hz).
\vskip1.000000\baselineskip
I-158
p.f. = 253-255ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,20-1,40 (m, 2H), 1,42 (s, 9H), 1,60-1,90 (m, 2H), 2,06-2,50 (m, 5H), 2,72 (s, 3H), 3,33 (m, 1H), 3,78 (d, 1H, J = 9,2 Hz), 7,52 (t, 1H, J = 7,0 Hz), 7,62-7,80 (m, 2H), 7,94 (ancha s, 1H), 8,05 (d, 1H, J = 8,5 Hz), 8,20 (s, 1H).
\vskip1.000000\baselineskip
I-159
p.f. = 253-255ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,20-1,39 (m, 2H), 1,40 (s, 9H), 1,60-1,80 (m, 2H), 1,98-2,30 (m, 5H), 2,71 (s, 3H), 3,31 (m, 1H), 3,68 (d, 1H, J = 9,0 Hz), 7,41 (ancha s, 1H), 7,61 (d, 2H, J = 9,0 Hz), 7,70 (d, 2H, J = 9,0Hz).
\vskip1.000000\baselineskip
I-160
p.f. = 211-212ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,20-1,32 (m, 2H), 1,39 (t, 3H, J = 7,0 Hz), 1,40 (s, 9H), 1,55-1,79 (m, 2H), 1,98-2,35 (m, 5H), 3,31 (m, 1H), 3,65 (d, 1H, J = 9,5 Hz), 4,03 (q, 2H, J = 7,0 Hz), 6,64 (d, 1H, J = 8,0 Hz), 6,92 (d, 1H, J = 8,0 Hz), 7,10 (s, 1H), 7,19 (t, 1H, J = 8,0 Hz), 7,30 (ancha s, 1H).
\vskip1.000000\baselineskip
I-161
p.f. = 202-203ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,96 (t, 1H, J = 7,3 Hz), 1,29-1,39 (m, 2H), 1,40 (s, 9H), 1,41-1,58 (m, 2H), 1,60-1,80 (m, 4H), 1,98-2,31 (m, 5H), 3,31 (m, 1H), 3,66 (d, 1H, J = 8,5 Hz), 3,96 (t, 2H, J = 6,4 Hz), 6,64 (d, 1H, J = 8,0 Hz), 6,90 (d, 1H, J = 8,0 Hz), 7,11 (s, 1H), 7,19 (t, 1H, J = 8,0 Hz), 7,31 (ancha s, 1H).
\vskip1.000000\baselineskip
\global\parskip0.950000\baselineskip
I-162
p.f. = 177-180ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,18-1,38 (m, 2H), 1,39 (s, 9H), 1,59-1,78 (m, 2H), 1,95-2,05 (m, 2H), 2,07-2,25 (m, 3H), 3,26 (m, 1H), 3,46 (s, 3H), 4,17 (d, 1H, J = 9,5 Hz), 5,15 (s, 2H), 6,77 (d, 1H, J = 8,0 Hz), 7,10-7,23 (m, 2H), 7,34 (s, 1H), 7,58 (s, 1H).
\vskip1.000000\baselineskip
I-163
p.f. = 175-178ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,27 (s, 9H), 1,28-1,50 (m, 4H), 1,78-2,00 (m, 4H), 2,22 (m, 1H), 2,96-3,15 (m, 2H), 6,67 (m, 1H), 6,79 (d, 1H, J = 8,5 Hz), 7,18 (m, 2H), 7,38 (s, 1H), 9,81 (s, 1H).
\vskip1.000000\baselineskip
I-164
p.f. = 232-233ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,97 (t, 3H, J = 7,3 Hz), 1,22-1,30 (m, 2H), 1,40 (s, 9H), 1,44-1,51 (m, 2H), 1,67-1,77 (m, 4H), 2,02-2,24 (m, 5H), 3,22 (m, 1H), 3,62 (d, 1H, J = 9,6 Hz), 4,25 (t, 2H, J = 6,8 Hz), 6,71 (d, 1H, J = 8,4 Hz), 7,01 (ancha s, 1H), 7,91 (dd, 1H, J = 8,4, 3,3 Hz), 8,08 (d, 1H, J = 3,3Hz).
\vskip1.000000\baselineskip
I-165
p.f. = 199-200ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,96 (t, 3H, J = 7,4 Hz), 1,24-1,50 (m, 4H), 1,40 (s, 9H), 1,67-1,76 (m, 3H), 2,03-2,08 (m, 2H), 2,24-2,35 (m, 3H), 3,29 (m, 1H), 3,76 (d, 1H, J = 9,1 Hz), 3,91 (t, 2H, J = 6,6 Hz), 6,41 (dd, 1H, J = 8,8, 2,5 Hz), 6,55 (d, 1H, J = 2,5 Hz), 6,82 (d, 1H, J = 8,8 Hz), 7,43 (s, 1H), 8,95 (s, 1H).
\vskip1.000000\baselineskip
I-166
p.f. = 215-218ºC
RMN-H^{1} (CDCl_{3}+CD_{3}OD) \delta ppm = 0,97 (t, 3H, J = 7,4 Hz), 1,24-1,40 (m, 4H), 1,39 (s, 9H), 1,42-1,50 (m, 2H), 1,54-1,72 (m, 2H), 1,76-1,82 (m, 2H), 1,91-2,00 (m, 2H), 2,06-2,22 (m, 3H), 3,24 (m, 1H), 4,00 (t, 2H, J = 6,6 Hz), 6,78 (d, 1H, J = 8,8 Hz), 6,98 (dd, 1H, J = 8,8, 2,5 Hz), 7,09 (d, 1H, J = 8,8Hz).
\vskip1.000000\baselineskip
I-167
p.f. = 212-213ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,96 (t, 3H, J = 7,5 Hz), 1,26-1,34 (m, 2H), 1,40 (s, 9H), 1,45-1,50 (m, 2H), 1,68-1,77 (m, 4H), 2,03-2,08 (m, 2H), 2,17 (m, 1H), 2,26-2,29 (m, 2H), 3,29 (m, 1H), 3,60 (d, 1H, J = 9,0 Hz), 4,25 (t, 2H, J = 6,8 Hz), 6,71 (d, 1H, J = 8,4 Hz), 7,01 (ancha s, 1H), 7,91 (dd, 1H, J = 8,4, 3,3 Hz), 8,08 (d, 1H, J = 3,3Hz).
\vskip1.000000\baselineskip
I-168
p.f. = 230-232ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,22-1,35 (m, 2H), 1,40 (s, 9H), 1,63-1,77 (m, 2H), 2,03-2,08 (m, 2H), 2,15-2,29 (m, 3H), 3,31 (m, 1H), 3,63 (d, 1H, J = 9,3 Hz), 6,89 (d, 1H, J = 9,4 Hz), 7,10 (ancha d, 2H, J = 7,4 Hz), 7,12 (ancha s, 1H), 7,18 (t, 1H, J = 7,4 Hz), 7,36 (ancha t, 2H, J = 7,4 Hz), 8,09-8,15 (m, 2H).
\vskip1.000000\baselineskip
I-169
p.f. = 159-160ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,97 (t, 3H, J = 7,3), 1,20-1,35 (m, 2H), 1,40 (s, 9H), 1,37-1,49 (m, 2H), 1,61-1,78 (m, 4H), 2,05-2,08 (m, 2H), 2,23-2,26 (m, 2H), 2,36 (s, 3H), 2,97 (ancha s, 1H), 3,32 (m, 1H), 3,86 (ancha s, 1H), 4,30 (t, 2H, J = 6,5 Hz), 6,25 (s, 1H), 7,92 (ancha s, 1H).
\global\parskip1.000000\baselineskip
I-170
p.f. = 180-181ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,88-0,89 (m, 2H), 1,39 (s, 9H), 1,42-1,60 (m, 2H), 1,86-1,90 (m, 2H), 2,04-2,09 (m, 2H), 2,42 (s, 3H), 2,91 (m, 1H), 3,20 (m, 1H), 3,63 (d, 1H, J = 9,2 Hz), 6,38 (s, 1H), 7,15 (m, 2H), 7,28 (m, 1H), 7,45 (m, 2H), 7,84 (ancha s, 1H).
\vskip1.000000\baselineskip
I-171
p.f. = 173-174ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,98 (t, 3H, J = 7,5 Hz), 1,29-1,40 (m, 2H), 1,40 (s, 9H), 1,55 (m, 2H), 1,62-1,83 (m, 4H), 2,09-2,12 (m, 2H), 2,24-2,32 (m, 3H), 3,32 (m, 1H), 3,63 (d, 1H, J = 9,5 Hz), 3,99 (t, 2H, J = 6,4 Hz), 7,22 (dd, 1H, J = 9,4, 2,7 Hz), 7,66 (d, 1H, J = 2,7 Hz), 8,63 (d, 1H, J = 9,4 Hz), 10,17 (s, 1H).
\vskip1.000000\baselineskip
I-172
p.f. = 238-242ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,96 (t, 3H, J = 7,3 Hz), 1,23-1,52 (m, 4H), 1,40 (s, 9H), 1,61-1,78 (m, 4H), 2,05-2,28 (m, 5H), 3,30 (m, 1H), 3,66 (d, 1H, J = 9,4 Hz), 3,84 (ancha s, 2H), 3,90 (t, 2H, J = 6,4 Hz), 6,32-6,35 (m, 2H), 6,96 (ancha s, 1H), 6,97 (d, 1H, J = 9,4Hz).
\vskip1.000000\baselineskip
I-173
p.f. = 165-166ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,23-1,26 (m, 2H), 1,40 (s, 9H), 1,67-1,72 (m, 2H), 2,01-2,06 (m, 2H), 2,11-2,28 (m, 3H), 3,31 (m, 1H), 3,60 (s, 2H), 3,69 (s, 3H), 4,02 (ancha s, 1H), 7,01 (d, 1H, J = 8,0 Hz), 7,25 (t, 1H, J = 8,0 Hz), 7,43 (d, 1H, J = 8,0 Hz), 7,49 (ancha s, 1H), 7,51 (ancha s, 1H).
\vskip1.000000\baselineskip
I-174
p.f. = 264-265ºC
RMN-H^{1} (CDCl_{3}+CD_{3}OD) \delta ppm = 1,26-1,29 (m, 2H), 1,39 (s, 9H), 1,62-1,69 (m, 2H), 1,96-2,00 (m, 2H), 2,18-2,21 (m, 3H), 3,25 (m, 1H), 3,58 (s, 2H), 7,01 (d, 1H, J = 7,5 Hz), 7,26 (t, 1H, J = 7,5 Hz), 7,42 (ancha s, 1H), 7,50 (d, 1H, J = 7,5Hz).
\vskip1.000000\baselineskip
I-175
p.f. = 90-94ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,16-1,23 (m, 2H), 1,37 (s, 9H), 1,44-1,56 (m, 2H), 1,73-1,85 (m, 3H), 2,11-2,15 (m, 2H), 3,57 (t, 2H, J = 6,4 Hz), 3,21 (m, 1H), 3,58 (m, 2H), 3,84 (d, 1H, J = 9,3 Hz), 5,56 (ancha s, 1H), 7,01 (s, 1H), 7,11 (t, 1H, J = 7,5 Hz), 7,21 (t, 1H, J = 7,5 Hz), 7,38 (d, 1H, J = 7,5 Hz), 7,59 (d, 1H, J = 7,5 Hz), 8,24 (ancha s, 1H).
\vskip1.000000\baselineskip
I-176
p.f. = 116-118ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,18-1,38 (m, 2H), 1,40 (s, 9H), 1,60-1,79 (m, 2H), 1,95-2,30 (m, 5H), 3,30 (m, 1H), 3,69 (m, 1H), 3,80 (s, 3H), 4,64 (s, 2H), 6,67 (d, 1H, J = 8,0 Hz), 7,00 (d, 1H, J = 8,5 Hz), 7,15-7,24 (m, 2H), 7,32 (ancha s, 1H).
\newpage
\global\parskip0.950000\baselineskip
I-177
p.f. = 219-220ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,27 (s, 9H), 1,28-1,50 (m, 4H), 1,75-2,01 (m, 4H), 2,18-2,30 (m, 1H), 2,95-3,15 (m, 2H), 4,61 (s, 2H), 6,56 (m, 1H), 6,80 (d, 1H, J = 8,5 Hz), 7,16 (m, 2H), 7,28 (ancha s, 1H), 9,87 (ancha s, 1H).
\vskip1.000000\baselineskip
I-178
p.f. = 170-173ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,18-1,39 (m, 2H), 1,40 (s, 9H), 1,50-1,80 (m, 2H), 1,90-2,33 (m, 5H), 2,36 (s, 6H), 2,75 (t, 2H, J = 5,5 Hz), 3,30 (m, 1H), 3,70 (m, 1H), 4,08 (t, 2H, J = 5,5 Hz), 6,68 (d, 1H, J = 8,0 Hz), 6,94 (d, 1H, J = 7,5 Hz), 7,15-7,23 (m, 2H), 7,33 (ancha s, 1H).
\vskip1.000000\baselineskip
I-179
p.f. = 191-193ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,20-1,39 (m, 2H), 1,40 (s, 9H), 1,58-1,80 (m, 2H), 1,98-2,32 (m, 5H), 3,30 (m, 1H), 3,70 (d, 1H, J = 9,5 Hz), 4,77 (s, 2H), 6,73 (d, 1H, J = 8,0 Hz), 7,04 (d, 1H, J = 8,0 Hz), 7,20-7,31 (m, 2H), 7,48 (ancha s, 1H).
\vskip1.000000\baselineskip
I-180
p.f. = 174-176ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,10-1,30 (m, 2H), 1,40 (s, 9H), 1,45-1,65 (m, 2H), 1,81-2,02 (m, 3H), 2,15-2,30 (m, 2H), 2,58 (t, 2H, J = 6,5 Hz), 3,25 (m, 1H), 3,37 (dt, 2H, J = 5,5, 6,5 Hz), 3,60 (d, 1H, J = 9,5 Hz), 3,71 (s, 2H), 5,73 (ancha s, 1H), 7,20-7,40 (m, 5H).
\vskip1.000000\baselineskip
I-181
p.f. = 176-178ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,15-1,30 (m, 2H), 1,39 (s, 9H), 1,45-1,70 (m, 6H), 1,85-2,01 (m, 3H), 2,15-2,28 (m, 2H), 2,63 (t, 2H, J = 7,0 Hz), 3,25 (dt, 2H, J = 6,0, 7,0 Hz), 3,27 (m, 1H), 3,63 (m, 1H), 5,35 (ancha s, 1H), 7,17 (m, 3H), 7,29 (m; 2H).
\vskip1.000000\baselineskip
I-182
p.f. = 152-154ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,15-1,30 (m, 2H), 1,39 (s, 9H), 1,45-1,65 (m, 2H), 1,85-2,05 (m, 3H), 2,09-2,25 (m, 2H), 3,25 (m, 1H), 3,45 (dt, 2H, J = 5,0, 5,0 Hz), 3,55 (t, 2H, J = 5,0 Hz), 3,60 (m, 1H), 4,51 (s, 2H), 5,81 (ancha s, 1H), 7,29-7,40 (m, 5H).
\vskip1.000000\baselineskip
I-183
p.f. = 208-211ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,20-1,31 (m, 2H), 1,39 (s, 9H), 1,62-1,68 (m, 2H), 1,98-2,25 (m, 5H), 3,30 (m, 1H), 3,57 (d, 1H, J = 9,2 Hz), 4,59 (d, 2H, J = 5,8 Hz), 5,76 (ancha s, 1H), 7,37 (dd, 1H, J = 8,4, 2,0 Hz), 7,46-7,52 (m, 2H), 7,69 (ancha s, 1H), 7,78-7,83 (m, 3H).
\vskip1.000000\baselineskip
I-184
p.f. = 180-182ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,22-1,37 (m, 2H), 1,40 (s, 9H), 1,60-1,69 (m, 2H), 2,05-2,09 (m, 2H), 2,21-2,27 (m, 3H), 3,45 (m, 1H), 3,64 (d, 1H, J = 9,6 Hz), 4,77 (d, 2H, J = 4,9 Hz), 7,43 (d, 1H, J = 8,6 Hz), 7,46 (ancha s, 1H), 7,61 (t, 1H, J =7,7 Hz), 7,73 (t, 1H, J = 7,7 Hz), 7,87 (t, 1H, J = 7,7 Hz), 8,20 (t, 1H, J = 7,7 Hz), 8,24 (d, 1H, J = 8,6Hz).
\global\parskip1.000000\baselineskip
I-185
p.f. = 260-261ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,22-1,32 (m, 2H), 1,39 (s, 9H), 1,60-1,70 (m, 2H), 1,97-2,01 (m, 2H), 2,11 (m, 1H), 2,21-2,24 (m, 2H), 3,30 (m, 1H), 3,61 (d, 1H, J = 9,3 Hz),4,95 (d, 2H, J = 6,0 Hz), 5,85 (ancha s, 1H), 7,33 (d, 1H, J = 4,8 Hz), 7,62 (dd, 1H, J = 8,4, 6,9 Hz), 7,75 (dd, 1H, J = 8,1, 6,9 Hz), 8,00 (d, 1H, J = 8,1 Hz), 8,20 (d, 1H, J = 8,4 Hz), 8,42 (d, 1H, J = 4,8Hz).
\vskip1.000000\baselineskip
I-186
p.f. = 231-233ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,23-1,40 (m, 2H), 1,40 (s, 9H), 1,62-1,76 (m, 2H), 2,04-2,10 (m, 2H), 2,22-2,32 (m, 3H), 3,30 (m, 1H), 3,95 (d, 1H, J = 9,3 Hz), 5,04 (d, 2H, J = 4,1 Hz), 7,61 (d, 1H, J = 5,8 Hz), 7,63 (ancha s, 1H), 7,65 (dd, 1H, J = 8,2, 6,9 Hz), 7,73 (dd, 1H, J = 8,5, 6,9 Hz), 7,86 (d, 1H, J = 8,2 Hz), 8,10 (d, 1H, J = 8,5 Hz), 8,42 (d, 1H, J = 5,8Hz).
\vskip1.000000\baselineskip
I-187
p.f. = 184-187ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,97 (t, 3H, J = 7,3 Hz), 1,18-1,30 (m, 2H), 1,39 (s, 9H), 1,42-1,65 (m, 4H), 1,70-1,80 (m, 2H), 1,94-2,08 (m, 3H), 2,18-2,26 (m, 2H), 3,29 (m, 1H), 3,61 (d, 1H, J = 9,5 Hz), 3,93 (t, 2H, J = 6,4 Hz), 4,39 (d, 2H, J = 5,5 Hz), 5,67 (ancha s, 1H), 6,79-6,83 (m, 3H), 7,23 (t, 1H, J = 7,6Hz).
\vskip1.000000\baselineskip
I-188
p.f. = 224-226ºC
RMN-H^{1} (CDCl_{3}) \delta ppm =,16-1,31 (m, 2H), 1,38 (s, 9H), 1,55-1,70 (m, 2H), 1,92-2,07 (m, 3H), 2,17-2,23 (m, 2H), 3,21 (m, 1H), 3,81 (s, 3H), 3,83 (s, 6H), 4,05 (d, 1H, J = 9,8 Hz), 4,34 (d, 2H, J = 5,8 Hz), 5,96 (ancha s, 1H), 6,47 (s, 2H).
\vskip1.000000\baselineskip
I-189
p.f. = 217-218ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,15-1,30 (m, 2H), 1,37 (s, 9H), 1,52-1,66 (m, 2H), 1,90-2,06 (m, 3H), 2,13-2,20 (m, 2H), 2,93 (s, 6H), 3,24 (m, 1H), 3,94 (d, 1H, J = 9,5 Hz), 4,30 (d, 2H, J = 5,5 Hz), 5,73 (ancha s, 1H), 6,69 (d, 2H, J = 8,9 Hz), 7,12 (d, 2H, J = 8,9Hz).
\vskip1.000000\baselineskip
I-190
p.f. = sólido amorfo
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,17-1,32 (m, 2H), 1,39 (s, 9H), 1,54-1,72 (m, 2H), 1,96-2,13 (m, 3H), 2,18-2,27 (m, 2H), 3,30 (m, 1H), 3,63 (d, 1H, J = 9,2 Hz), 4,51 (d, 2H, J = 5,8 Hz), 5,82 (ancha s, 1H), 7,40 (d, 2H, J = 8,5 Hz), 8,02 (d, 2H, J = 8,5 Hz), 8,64 (s, 1H).
\vskip1.000000\baselineskip
I-191
p.f. = 126-128ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,97 (t, 3H, J = 7,4 Hz), 1,10-1,28 (m, 2H), 1,36 (s, 9H), 1,42-1,86 (m, 9H), 2,06-2,18 (m, 2H), 3,22 (m, 1H), 3,95 (t, 2H, J = 4,5 Hz), 4,16 (ancha s, 1H), 4,85 (s, 2H), 6,82-6,95 (m, 3H), 7,26 (t, 1H, J = 7,8 Hz), 8,54 (ancha s, 1H).
\newpage
I-192
p.f. = 178-181ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,96 (t, 3H, J = 7,3 Hz), 1,18-1,52 (m, 4H), 1,39 (s, 9H), 1,58-1,76 (m, 4H), 1,92-2,00 (m, 2H), 2,02-2,29 (m, 3H), 3,28 (m, 1H), 3,78 (d, 1H, J = 9,5 Hz), 3,89 (t, 2H, J = 6,6 Hz), 6,00 (ancha s, 1H), 6,78 (s, 4H), 7,35 (ancha s, 1H).
\vskip1.000000\baselineskip
I-193
p.f. = 187-188ºC
RMN-H^{1} (CDCl_{3}+CD_{3}OD) \delta ppm = 1,21-1,40 (m, 2H), 1,38 (s, 9H), 1,52-1,69 (m, 2H), 1,90-2,00 (m, 2H), 2,02-2,20 (m, 3H), 3,22 (m, 1H), 3,75 (s, 3H), 6,79 (s, 4H).
\vskip1.000000\baselineskip
I-194
p.f. = 251-253ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,27 (s, 9H), 1,24-1,50 (m, 4H), 1,72-1,83 (m, 2H), 1,91-1,99 (m, 2H), 2,16 (m, 1H), 3,02 (m, 1H), 3,82 (s, 3H), 6,79 (d, 1H, J = 8,2 Hz), 7,01 (d, 2H, J = 8,8 Hz), 7,85 (d, 2H, J = 8,8 Hz), 9,72 (ancha s, 1H), 8,64 (ancha s, 1H).
\vskip1.000000\baselineskip
I-195
p.f. = 183-185ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,22-1,37 (m, 2H), 1,40 (s, 9H), 1,58-1,75 (m, 2H), 2,05-2,10 (m, 2H), 2,20-2,30 (m, 3H), 3,32 (m, 1H), 3,70 (s, 2H), 3,73 (s, 3H), 6,79 (s, 1H), 8,83 (ancha s, 1H).
\vskip1.000000\baselineskip
I-196
p.f. = 185-187ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,20-1,39 (m, 2H), 1,40 (s, 9H), 1,44 (t, 6H, J = 7,0 Hz), 1,60-1,80 (m, 2H), 1,95-2,35 (m, 5H), 3,30 (m, 1H), 3,62 (d, 1H, J = 8,9 Hz), 4,06 (q, 2H, J = 7,0 Hz), 4,09 (q, 2H, J = 7,0 Hz), 6,08 (s, 1H), 7,02 (s, 1H), 7,36 (s, 1H).
\vskip1.000000\baselineskip
I-197
p.f. = 211-213ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,20-1,40 (m, 2H), 1,41 (s, 9H), 1,60-1,80 (m, 2H), 2,00-2,36 (m, 5H), 2,61 (s, 3H), 3,32 (m, 1H), 3,64 (d, 1H, J = 9,2 Hz), 7,28 (s, 1H), 7,43 (t, 1H, J = 7,5 Hz), 7,69 (d, 1H, J = 7,5 Hz), 7,85 (d, 1H, J = 7,5 Hz), 8,02 (s, 1H).
\vskip1.000000\baselineskip
I-198
p.f. = 268-269ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,20-1,39 (m, 2H), 1,40 (s, 9H), 1,42-2,32 (m, 7H), 2,90-3,10 (m, 4H), 3,30 (m, 1H), 3,68 (d, 1H, J = 8,8 Hz), 6,59 (s, 1H), 7,18 (d, 1H, J = 8,7 Hz), 7,59 (d, 1H, J = 8,7 Hz), 7,77 (ancha s, 1H).
\vskip1.000000\baselineskip
I-199 p.f. = 221-224ºC
I-200 p.f. = 237-240ºC
I-201 p.f. = 87-90ºC
I-202 p.f. = 222-223ºC
I-203 p.f. = 255-257ºC
I-204 p.f. = 234-236ºC
I-205 p.f. = 208-210ºC
I-206 p.f. = 217-218ºC
I-207 p.f. = 275-279ºC
I-208 p.f. = 248-250ºC
I-209 p.f. = 256-258ºC
I-210 p.f. = 270-271ºC
I-211 p.f. = 219-220ºC
I-212 p.f. = 260-261ºC
I-213 p.f. = >300ºC
\vskip1.000000\baselineskip
I-214 p.f. = 206-207ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,93 (t, 3H, J = 7,4 Hz), 1,30-1,42 (m, 2H), 1,49 (d, 6H, J = 6,9 Hz), 1,53-1,65 (m, 2H), 2,61 (t, 2H, J = 7,7 Hz), 4,15 (sept, 1H, J = 6,9 Hz), 7,04 (d, 1H, J = 8,2 Hz), 7,20 (d, 2H, J = 8,2 Hz), 7,51 (d. 2H, J = 8,2 Hz), 7,89 (d, 1H, J = 8,8 Hz), 8,18 (s, 1H), 10,55 (s, 1H).
\vskip1.000000\baselineskip
I-215
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,93 (t, 3H, J = 7,3 Hz), 1,30-1,41 (m, 2H), 1,52-1,63 (m, 2H), 1,95 (s, 6H), 2,61 (t, 2H, J = 7,8 Hz), 6,99 (ancha s, 1H), 7,20 (d, 2H, J = 8,5 Hz), 7,65 (d, 2H, J = 8,5 Hz), 7,93 (dd, 1H, J = 8,5, 2,5 Hz), 8,28 (d, 1H, J = 8,5 Hz), 8,55 (d, 1H, J = 2,5 Hz), 9,76 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-1
p.f. = 221-224ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,19-1,38 (m, 2H), 1,40 (s, 9H), 1,62-1,77 (m, 2H), 2,00-2,31 (m, 5H), 3,18 (t, 4H, J = 4,8 Hz), 3,21-3,38 (m, 1H), 3,85 (t, 4H, J = 4,8 Hz), 6,64-6,32 (m, 2H), 7,11 (s, 1H), 7,20 (t, 1H, J = 7,8 Hz), 7,45 (s, 1H).
\vskip1.000000\baselineskip
Ia-3
p.f. = 87-90ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,25 (d, 6H, J = 6,3 Hz), 1,37 (d, 6H, J = 6,9 Hz), 1,59-1,70 (m, 2H), 1,76-1,88 (m, 2H), 2,32-2,42 (m, 4H), 3,11-3,23 (m, 3H), 3,39 (d, 2H, J = 10,8 Hz), 3,74-3,86 (m, 2H), 4,34 (t, 1H, J = 9,0 Hz), 6,86 (d, 2H, J = 9,0 Hz), 7,30 (s, 1H), 7,40 (d, 2H, J = 9,0 Hz).
\vskip1.000000\baselineskip
Ia-4
p.f. = 233-234ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,25 (d, 6H, J = 6,3 Hz), 1,40 (s, 9H), 1,26-1,37 (m, 2H), 1,62-1,78 (m, 2H), 2,00-2,22 (m, 5H), 2,42 (t, 2H, J = 11,7 Hz), 3,20-3,40 (m, 1H), 3,46 (d, 2H, J = 10,5 Hz), 3,67 (d, 1H, J = 9,3 Hz), 3,72-3,84 (m, 2H), 6,62-6,76 (m, 2H), 7,10 (s, 1H), 7,18 (t, 1H, J = 7,8 Hz), 7,42 (s, 1H).
\newpage
Ia-5
p.f. = 125-126ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,25 (d, 6H, J = 6,3 Hz); 1,40 (s, 9H), 1,59-1,70 (m, 2H), 1,77-1,84 (m, 2H), 2,30-2,46 (m, 4H), 3,24 (q, 2H, J = 6,6 Hz), 3,38 (d, 2H, J = 11,7 Hz), 3,74-3,88 (m, 2H), 4,08 (t, 1H, J = 5,7 Hz), 6,87 (d, 2H, J = 8,7 Hz), 7,30 (s, 1H), 7,41 (d, 2H, J = 8,7 Hz).
\vskip1.000000\baselineskip
Ia-6
p.f. = 229-230ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,25 (d, 6H, J = 6,3 Hz), 1,26-1,34 (m, 2H), 1,39 (d, 6H, J = 6,9 Hz), 1,61-1,77 (m, 2H), 1,98-1,26 (m, 5H), 2,32-2,46 (m, 2H), 3,15 (quintet, 1H, J = 6,6 Hz), 3,22-3,35 (m, 1H), 3,39 (d, 2H, J = 11,4 Hz), 3,74-3,92 (m, 2H), 3,88 (d, 1H, J = 8,4 Hz), 6,96-6,71 (m, 2H), 7,05 (ancha s, 1H), 7,39 (d, 2H, J = 9,3 Hz).
\vskip1.000000\baselineskip
Ia-7
p.f. = 253-254ºC
RMN-H^{1} (DMSO) \delta ppm = 1,24-1,60 (m, 4H), 1,27 (s, 9H), 1,77-2,07 (m, 4H), 2,16-2,34 (m, 1H), 2,97-3,15 (m, 1H), 6,78 (d, 1H, J = 7,2 Hz), 7,01 (t, 1H, J = 6,0 Hz), 7,27 (t, 2H, J = 6,6 Hz), 7,58 (d, 2H, J = 7,5 Hz), 9,78 (s, 1H).
\vskip1.000000\baselineskip
Ia-8
p.f. = 257-258ºC
RMN-H^{1} (DMSO) \delta ppm = 1,22-1,54 (m, 4H), 1,27 (s, 9H), 1,77-1,88 (m, 2H), 1,88-2,00 (m, 2H), 2,16-2,34 (m, 1H), 2,23 (s, 3H), 2,92-3,14 (m, 1H), 6,77 (d, 1H, J = 8,4 Hz), 7,07 (d, 2H, J = 8,4 Hz), 7,46 (d, 2H, J = 8,1 Hz), 9,68 (s, 1H).
\vskip1.000000\baselineskip
Ia-9
p.f. = 231-232ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,21 (t, 3H, J = 7,5 Hz), 1,22-1,38 (m, 2H), 1,40 (s, 9H), 1,62-1,78 (m, 2H), 1,98-2,31 (m, 5H), 2,61 (q, 2H, J = 7,5 Hz), 3,24-3,38 (m, 1H), 3,70 (d, 1H, J = 9,9 Hz), 7,11 (s, 1H), 7,14 (d, 2H, J = 8,7 Hz), 7,40 (d, 2H, J = 8,7 Hz).
\vskip1.000000\baselineskip
Ia-10
p.f. = 233-234ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,96 (t, 3H, J = 7,2 Hz), 1,20-1,37 (m, 2H), 1,40 (s, 9H), 1,56-1,78 (m, 4H), 1,98-2,32 (m, 5H), 2,54 (t, 2H, J = 7,2 Hz), 3,23-3,39 (m, 1H), 3,66 (d, 1H, J = 9,6 Hz), 7,08 (s, 1H), 7,12 (d, 2H, J = 8,4 Hz), 7,39 (d, 2H, J = 8,4 Hz).
\vskip1.000000\baselineskip
Ia-11
p.f. = 243-244ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,22 (d, 6H, J = 6,9), 1,22-1,77 (m, 4H), 1,40 (s, 9H), 2,01-2,30 (m, 5H), 2,83-2,92 (m, 1H), 3,24-3,40 (m, 1H), 3,66-3,69 (m, 1H), 7,09 (s, 1H), 7,17 (d, 2H, J = 8,4 Hz), 7,41 (d, 2H, J = 8,1 Hz).
\vskip1.000000\baselineskip
Ia-12
p.f. = 246-247ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,80 (t, 3H, J = 7,5), 1,20 (d, 3H, J = 7,2), 1,26-1,77 (m, 6H), 1,40 (s, 9H), 2,01-2,27 (m, 5H), 2,51-2,60 (m, 1H), 3,20-3,38 (m, 1H), 3,64-3,69 (m, 1H), 7,08 (s, 1H), 7,12 (d, 2H, J = 8,4 Hz), 7,41 (d, 2H, J = 8,4 Hz).
\vskip1.000000\baselineskip
Ia-13
p.f. = 278-279ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,22-1,52 (m, 4H), 1,29 (s, 9H), 1,40 (s, 9H), 1,61-1,77 (m, 2H), 2,02-2,30 (m, 5H), 3,20-3,38 (m, 1H), 3,66-3,69 (m, 1H), 7,10 (s, 1H), 7,33 (d, 2H, J = 9,0 Hz), 7,42 (d, 2H, J = 8,7 Hz).
\vskip1.000000\baselineskip
Ia-14
p.f. = 263-264ºC
RMN-H^{1} (DMSO) \delta ppm = 1,24-1,51 (m, 4H), 1,27 (s, 9H), 1,82-1,99 (m, 4H), 2,19-2,28 (m, 1H), 2,98-3,12 (m, 1H), 6,78 (d, 1H, J = 8,7 Hz), 7,33 (d, 2H, J = 8,7 Hz), 7,61 (d, 2H, J = 9,0 Hz), 9,94 (s, 1H).
\vskip1.000000\baselineskip
Ia-15
p.f. = 209-210ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,25 (d, 6H, J = 6,3 Hz), 1,40 (s, 9H), 1,70-1,98 (m, 8H), 2,19-2,38 (m, 3H), 3,39 (d, 2H, J = 11,7 Hz), 3,58-3,92 (m, 3H), 4,12-4,26 (m, 1H), 6,82-6,96 (m, 2H), 7,10 (ancha, 1H), 7,41 (d, 2H, J = 8,1 Hz).
\vskip1.000000\baselineskip
Ia-16
p.f. = 238-240ºC
RMN-H^{1} (DMSO) \delta ppm = 1,22-1,52 (m, 4H), 1,27 (s, 9H), 1,81-1,84 (m, 2H), 1,93-1,97 (m, 2H), 2,16-2,23 (m, 1H), 2,95-3,12 (m, 1H), 3,70 (s, 3H), 6,77 (d, 1H, J = 8,4 Hz). 6,85 (d, 2H, J = 9,0 Hz), 7,48 (d, 2H, J = 9,3 Hz), 9,64 (s, 1H).
\vskip1.000000\baselineskip
Ia-17
p.f. = 245-246ºC
RMN-H^{1} (DMSO) \delta ppm = 1,22-1,52 (m, 4H), 1,27 (s, 9H), 1,83-1,87 (m, 2H), 1,94-1,99 (m, 2H), 2,20-2,28 (m, 1H), 2,98-3,12 (m, 1H), 6,78 (d, 1H, J = 8,7 Hz), 7,28 (d, 2H, J = 8,7 Hz), 7,69 (d, 2H, J = 9,0 Hz), 9,64 (s, 1H).
\vskip1.000000\baselineskip
Ia-18
p.f. = 240-241ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,22-1,78 (m, 4H), 1,40 (s, 9H), 2,05-2,33 (m, 5H), 3,22-3,44 (m, 1H), 3,64-3,67 (m, 1H), 6,61 (s, 1H), 6,69-6,77 (m, 2H).
\vskip1.000000\baselineskip
Ia-19
p.f. = 240-241ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,24-1,77 (m, 4H), 1,40 (s, 9H), 2,05-2,30 (m, 5H), 3,22-3,38 (m, 1H), 3,70-3,74 (m, 1H), 7,00-7,15 (m, 3H), 7,36 (s, 1H), 8,29-8,34 (m, 1H).
\vskip1.000000\baselineskip
Ia-20
p.f. = 239-240ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,24-1,78 (m, 4H), 1,40 (s, 9H), 2,02-2,30 (m, 5H), 3,22-3,40 (m, 1H), 3,63-3,66 (m, 1H), 6,89-6,84 (m, 1H), 7,10-7,17 (m, 2H), 7,22-7,34 (m, 1H), 7,48-7,51 (m, 1H).
\newpage
Ia-21
p.f. = 259-260ºC
RMN-H^{1} (CDCl_{3}/DMSO) \delta ppm = 1,21 (d, 6H, J = 6,0 Hz), 1,22-1,44 (m, 2H), 1,40 (s, 9H), 1,60-1,78 (m, 2H), 1,87-2,03 (m, 2H), 2,08-2,29 (m, 3H), 2,39 (t, 2H, J = 10,2 Hz), 3,14-3,32 (m, 1H), 3,19 (d, 2H, J = 11,4 Hz), 3,77-3,93 (m, 2H), 5,33 (d, 1H, J = 9,0 Hz), 6,84 (dd. 1H, JFH, HH = 8,1, 8,1 Hz), 7,20 (d, 1H, J = 7,8 Hz), 7,49 (d, 1H, JFH = 14,7 Hz), 8,86 (s, 1H).
\vskip1.000000\baselineskip
Ia-22
p.f. = 234-235ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,20 (d, 6H, J = 5,7 Hz), 1,22-1,44 (m, 2H), 1,38 (s, 9H), 1,54-1,76 (m, 2H), 1,94-2,32 (m, 5H), 2,27 (s, 3H), 2,39 (t, 2H, J = 10,8 Hz), 2,87 (d, 2H, J = 11,4 Hz), 3,20-3,40 (m, 1H), 3,76-3,92 (m, 2H), 3,91 (d, 1H, J = 9,3 Hz), 6,93 (d, 1H, J = 8,1 Hz), 7,21 (ancha s, 1H), 7,27 (ancha s, 1H), 7,36 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-23
p.f. = 195-196ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,20-1,44 (m, 4H), 1,41 (s, 9H), 1,59-1,76 (m, 2H), 2,03-2,14 (m, 2H), 2,15-2,33 (m, 3H), 3,20-3,40 (m, 1H), 3,64 (s, 1H, J = 9,0 Hz), 7,19-7,24 (m, 1H), 7,44 (ancha s, 1H), 7,52-7,63 (m, 2H), 8,17 (d, 1H, J = 8,7 Hz).
\vskip1.000000\baselineskip
Ia-24
p.f. = 209-210ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,22-1,39 (m, 2H), 1,56 (s, 9H), 1,61-1,78 (m, 2H), 2,00-2,12 (m, 2H), 2,17-2,33 (m, 3H), 3,24-3,39 (m, 1H), 3,67 (d, 1H, J = 9,6 Hz), 6,90-7,01 (m, 1H), 7,21 (s, 1H), 7,95-8,06 (m, 1H).
\vskip1.000000\baselineskip
Ia-25
p.f. = 278-281ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,10 (d, 6H, J = 6,3 Hz), 1,27 (s, 9H), 1,28-1,55 (m, 4H), 1,78-2,00 (m, 4H), 2,11-2,26 (m, 1H), 2,31 (t, 2H, J = 11,1 Hz), 3,00-3,10 (m, 1H), 3,08 (d, 1H, J = 10,8 Hz), 3,67-3,80 (m, 2H), 6,78 (d, 1H, J = 8,7 Hz), 7,08 (d, 1H, J = 9,0 Hz), 7,41 (dd, 1H, J = 2,4, 8,7 Hz), 7,78 (d, 1H, J = 8,7 Hz), 9,85 (s, 1H).
\vskip1.000000\baselineskip
Ia-26
p.f. = 253-255ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,13 (d, 6H, J = 6,0 Hz), 1,27 (s, 9H), 1,28-1,52 (m, 4H), 1,78-2,00 (m, 4H), 2,21 (t, 2H, J = 11,1 Hz), 2,26-2,36 (m, 1H), 2,96-3,10 (m, 1H), 3,56 (d, 1H, J = 12,3 Hz), 3,60-3,72 (m, 2H), 6,66-6,84 (m, 4H), 7,47 (t, 1H, J = 9,3 Hz), 9,28 (s, 1H).
\vskip1.000000\baselineskip
Ia-27
p.f. = 223-226ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,09 (d, 6H, J = 6,3 Hz), 1,27 (s, 9H), 1,28-1,54 (m, 4H), 1,77-2,01 (m, 4H), 2,32 (t, 2H, J = 11,1 Hz), 2,32-2,42 (m, 1H), 2,90 (d, 1H, J = 11,4 Hz), 2,96-3,12 (m, 1H), 3,76-3,92 (m, 2H), 6,78-6,98 (m, 3H), 7,68 (dd, 1H, J = 3,3, 8,7 Hz), 8,84 (s, 1H).
\newpage
Ia-28
p.f. = 237-238ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,22-1,44 (m, 2H), 1,25 (d, 6H, J = 6,3 Hz), 1,40 (s, 9H), 1,61-1,79 (m, 2H), 2,05-2,32 (m, 5H), 2,21 (s, 3H), 2,38 (t, 2H, J = 10,2 Hz), 3,22-3,42 (m, 1H), 3,40 (d, 2H, J = 11,1 Hz), 3,65 (d, 1H, J = 9,3 Hz), 3,72-3,90 (m, 2H), 6,70-6,78 (m, 2H), 6,81 (ancha s, 1H), 7,50 (d, 1H, J = 9,6 Hz).
\vskip1.000000\baselineskip
Ia-29
p.f. = 208-209ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,22 (d, 6H, J = 6,0 Hz), 1,23-1,40 (m, 2H), 1,40 (s, 9H), 1,60-1,78 (m, 2H), 2,00-2,16 (m, 2H), 2,14-2,33 (m, 3H), 2,45 (t, 2H, J = 11,1 Hz), 3,21 (d, 2H, J = 10,8 Hz), 3,24-3,38 (m, 1H), 3,63 (d, 1H, J = 9,3 Hz), 3,80-3,94 (m, 2H), 5,33 (d, 1H, J = 9,0 Hz), 6,66 (dd, 1H, JFH, HH = 6,6, 6,6 Hz), 7,16 (ancha s, 1H), 7,89 (dd, 1H, JFH, HH = 9,0, 9,0 Hz).
\vskip1.000000\baselineskip
Ia-30
p.f. = 284-287ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,08 (d, 6H, J = 6,0 Hz), 1,26 (s, 9H), 1,28-1,53 (m, 4H), 1,82-2,22 (m, 4H), 2,25-2,39 (m, 1H), 2,78 (t, 2H, J = 10,5 Hz), 2,97-3,14 (m, 1H), 3,18 (d, 2H, J = 11,4 Hz), 3,65-3,76 (m, 2H), 6,79 (d, 1H, J = 8,7 Hz), 9,75 (s, 1H).
\vskip1.000000\baselineskip
Ia-31
p.f. = 200-201ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,22-1,40 (m, 2H), 1,40 (s, 9H), 1,62-1,76 (m, 2H), 2,04-2,32 (m, 5H), 3,22-3,40 (m, 1H), 3,62-3,66 (m, 1H), 7,22-7,24 (m, 1H), 7,38-7,38 (m, 1H), 7,60 (s, 1H), 8,33-8,36 (m, 1H).
\vskip1.000000\baselineskip
Ia-32
p.f. = 260-261ºC
RMN-H^{1} (CDCl_{3}/DMSO) \delta ppm = 1,25-1,42 (m, 2H), 1,38 (s, 9H), 1,64 (q, 2H, J = 13,5 Hz), 1,95 (d, 2H, J = 12,3 Hz), 2,16 (d, 2H, J = 10,5 Hz), 2,18-2,32 (m, 1H), 3,14-3,30 (m, 1H), 5,53 (d, 1H, J = 9,0 Hz), 7,31 (d, 1H, J = 8,7 Hz), 7,46 (dd, 1H, J = 2,4, 8,7 Hz), 7,90 (d, 1H, J = 2,1 Hz), 9,35 (s, 1H).
\vskip1.000000\baselineskip
Ia-33
p.f. = 227ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,27 (s, 9H), 1,30-1,56 (m, 4H), 1,78-2,01 (m, 2H), 2,12-2,36 (m, 2H), 2,96-3,13 (m, 1H), 3,70 (s, 3H), 3,71 (s, 3H), 6,77 (d, 1H, J = 8,7 Hz), 6,85 (d, 1H, J = 8,7 Hz), 7,06 (dd, 1H, J = 2,4, 8,7 Hz), 7,33 (d, 1H, J = 2,4 Hz), 9,65 (s, 1H).
\vskip1.000000\baselineskip
Ia-35
p.f. = 214-216ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,23-1,38 (m, 2H), 1,40 (s, 9H), 1,6a-1,76 (m, 2H), 2,00-2,12 (m. 2H), 2,20-2,32 (m, 3H), 3,24-3,39 (m, 1H), 3,68 (d, 1H, J = 9,0 Hz), 6,77 (d, 1H, J = 8,7 Hz), 7,00 (dd, 1H, J = 2,4, 8,7 Hz), 7,77 (s, 1H), 8,45 (d, 1H, J = 2,4 Hz).
\newpage
Ia-36
p.f. = 241-242ºC
RMN-H^{1} (CDCl_{3}/DMSO) \delta ppm = 1,25-1,42 (m, 2H), 1,37 (s, 9H), 1,62 (q, 2H, J = 11,7 Hz), 1,93 (d, 2H, J = 12,0 Hz), 2,12 (d, 2H, J = 10,8 Hz), 2,16-2,30 (m, 1H), 3,12-3,28 (m, 1H), 3,84 (s, 3H), 6,07 (d, 1H, J = 8,4 Hz), 6,89 (dd, 1H, JFH, HH = 9,3, 9,3 Hz), 7,24 (d, 1H, J = 8,7 Hz), 7,55 (d, 1H, JFH = 13,5 Hz), 9,32 (s, 1H).
\vskip1.000000\baselineskip
Ia-37
p.f. = 248-249ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,60-0,73 (m, 1H), 0,91 (d, 6H, J = 6,6), 1,12-1,40 (m, 2H), 1,40 (s, 9H), 1,54-1,88 (m, 5H), 1,98-2,29 (m, 7H), 3,22-3,37 (m, 1H), 3,51-3,54 (m, 2H), 3,72 (d, 1H, J = 9,6), 6,88 (d, 1H, J = 8,7), 7,06 (s, 1H), 7,35 (d, 1H, J = 9,0).
\vskip1.000000\baselineskip
Ia-38
p.f. = 237-238ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,01 (d, 6H, J = 6,6), 1,20-1,40 (m, 2H), 1,40 (s, 9H), 1,60-1,74 (m, 4H), 1,99-2,28 (m, 7H), 2,69-2,82 (m, 2H), 3,02-3,14 (m, 2H), 3,20-3,38 (m, 1H), 3,80-3,90 (m, 1H), 6,83-6,86 (m, 2H), 7,14 (s, 1H), 7,34 (d, 1H, J = 8,4).
\vskip1.000000\baselineskip
Ia-39
p.f. = 234-235ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,20-1,36 (m, 2H), 1,40 (s, 9H), 1,60-1,77 (m, 2H), 1,90-2,32 (m, 5H), 3,21-3,39 (m, 1H), 3,65 (d, 1H, J = 9,6 Hz), 6,87 (d, 1H, J = 8,7 Hz), 7,04 (s, 1H), 7,37 (dd, 1H, J = 2,7, 8,7 Hz), 7,56 (d, 1H, J = 2,7 Hz).
\vskip1.000000\baselineskip
Ia-40
p.f. = 257-258ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,14 (d, 6H, J = 6,0 Hz), 1,27 (s, 9H), 1,28-1,53 (m, 4H), 1,78-2,00 (m, 4H), 2,13-2,256 (m, 1H), 2,30 (t, 2H, J = 11,7 Hz), 2,97-3,12 (m, 1H), 3,53-3,67 (m, 2H), 4,01 (d, 1H, J = 12,3 Hz), 6,80 (dd, 1H, J = 3,0, 9,0 Hz), 7,79 (d, 1H, J = 9,0 Hz), 8,27 (s, 1H), 9,66 (s, 1H).
\vskip1.000000\baselineskip
Ia-41
p.f. = 245-246ºC
RMN-H^{1} (CDCl_{3}/DMSO) \delta ppm = 1,25-1,42 (m, 2H), 1,37 (s, 9H), 1,62 (q, 2H, J = 12,6 Hz), 1,94 (d, 2H, J = 11,1 Hz), 2,13 (d, 2H, J = 11,1 Hz), 2,18-2,35 (m, 1H), 3,11-3,29 (m, 1H), 6,07 (d, 1H, J = 8,1 Hz), 6,95-7,06 (m, 1H), 7,14-7,27 (m, 1H), 7,44 (d, 1H, J = 7,2 Hz), 7,79 (s, 1H), 9,48 (s, 1H).
\vskip1.000000\baselineskip
Ia-43
p.f. = 294-295ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,26 (s, 9H), 1,28-1,53 (m, 4H), 1,76-1,87 (m, 2H), 1,89-2,00 (m, 2H), 2,13-2,25 (m, 1H), 2,96-3,10 (m, 5H), 3,52-3,60 (m, 4H), 6,78 (d, 1H, J = 9,0 Hz), 6,88 (d, 2H, J = 9,0 Hz), 7,44 (d, 2H, J = 9,0 Hz), 9,59 (s, 1H).
\newpage
Ia-44
p.f. = 250-252ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,13 (d, 6H, J = 6,3 Hz), 1,21-1,38 (m, 2H), 1,41 (s, 9H), 1,63-1,80 (m, 2H), 1,93 (t, 2H, J = 10,8 Hz), 2,00-2,10 (m, 2H), 2,16-2,32 (m, 3H), 3,24-3,39 (m, 1H), 3,54 (d, 2H, J = 10,2 Hz), 3,64-3,78 (m, 3H), 7,47 (s, 1H), 7,69 (d, 2H, J = 9,0 Hz), 7,73 (d, 2H, J = 9,0 Hz).
\vskip1.000000\baselineskip
Ia-45
p.f. = 193ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,10 (t, 6H, J = 7,2 Hz), 1,26 (s, 9H), 1,28-1,52 (m, 4H), 1,75-1,86 (m, 2H), 1,89-2,01 (m, 2H), 2,10-2,22 (m, 1H), 2,96-3,10 (m, 1H), 3,30-3,52 (m, 12H), 6,60 (d, 2H, J = 9,0 Hz), 6,80 (d, 1H, J = 9,0 Hz), 7,33 (d, 2H, J = 9,0 Hz), 9,46 (s, 1H).
\vskip1.000000\baselineskip
Ia-46
p.f. = >300ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,28 (s, 9H), 1,28-1,58 (m, 4H), 1,83-2,04 (m, 4H), 2,23-2,36 (m, 1H), 2,46 (s, 3H), 3,00-3,14 (m, 1H), 6,79 (d, 1H, J = 8,7 Hz), 7,34 (d, 1H, J = 8,7 Hz), 7,78 (d, 2H, J = 8,7 Hz), 7,89 (d, 1H, J = 8,4 Hz), 7,91 (s, 1H), 8,00 (d, 2H, J = 8,7 Hz), 10,13 (s, 1H).
\vskip1.000000\baselineskip
Ia-47
p.f. = 236-237ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,97 (d, 6H, J = 6,6 Hz), 1,01 (d, 6H, J = 6,6 Hz), 1,20-1,37 (m, 2H), 1,40 (s, 9H), 1,60-1,84 (m, 3H), 1,97-2,31 (m, 5H), 2,50 (t, 1H, J = 10,8 Hz), 2,78 (dt, 1H, J = 3,3, 11,4 Hz), 3,25-3,38 (m, 1H), 3,45 (d, 1H, J = 11,4 Hz), 3,75 (dt, 1H, J = 2,4, 11,4 Hz), 4,02 (dt, 1H, J = 2,4, 11,4 Hz), 6,88 (d, 2H, J = 9,0 Hz), 7,05 (s, 1H), 7,39 (d, 2H, J = 9,0 Hz).
\vskip1.000000\baselineskip
Ia-48
p.f. = 228-229ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,88 (t, 6H, J = 7,2 Hz), 1,19-1,45 (m, 4H), 1,40 (s, 9H), 1,45-1,76 (m, 4H), 1,76-1,92 (m, 1H), 1,96-2,30 (m, 5H), 2,66-3,20 (m, 3H), 3,20-3,40 (m, 1H), 3,78 (d, 1H, J = 9,3 Hz), 3,82 (s, 1H), 6,62-6,98 (m, 2H), 7,09 (ancha s, 1H), 7,37 (d, 2H, J = 7,8 Hz).
\vskip1.000000\baselineskip
Ia-49
p.f. = 262-263ºC
RMN-H^{1} (CDCl_{3}/DMSO) \delta ppm = 1,21 (d, 6H, J = 5,7 Hz), 1,26-1,34 (m, 2H), 1,37 (d, 6H, J = 5,4 Hz), 1,52-1,76 (m, 2H), 1,85-2,03 (m, 2H), 2,03-2,30 (m, 3H), 2,30-2,53 (m, 2H), 3,02-3,33 (m, 4H), 3,75-3,98 (m, 2H), 5,70 (ancha s, 1H), 6,73-6,98 (m, 1H), 7,14-7,25 (m, 1H), 7,52 (d, 1H, JFH = 13,5 Hz), 8,86 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-50
p.f. = 232-233ºC
^{1}H-NMR (CDCl_{3}) \delta ppm = 1,21 (d, 6H, J = 6,3 Hz), 1,22-1,37 (m, 2H), 1,38 (d, 6H, J = 6,9 Hz), 1,68 (q, 2H, J = 12,6 Hz), 1,98-2,26 (m, 5H), 2,29 (s, 3H), 2,41 (t, 2H, J = 10,2 Hz), 2,88 (d, 2H, J = 11,1 Hz), 3,15 (septet, 1H, J = 6,6 Hz), 3,21-3,37 (m, 1H), 3,77-3,92 (m, 2H), 3,87 (d, 1H, J = 7,8 Hz), 6,88-7,06 (m, 3H), 7,35 (s, 1H).
\newpage
Ia-51
p.f. = 211-212ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,20-1,42 (m, 2H), 1,26 (d, 6H, J = 6,3 Hz), 1,38 (d, 6H, J = 6,9 Hz), 1,62-1,78 (m, 2H), 1,99-2,28 (m, 5H), 2,49 (dd, 2H, J = 10,5, 10,5 Hz), 3,17 (quint, 1H, J = 6,9 Hz), 3,20-3,38 (m, 1H), 3,66-3,99 (m, 2H), 3,90-4,01 (m, 3H), 6,62 (d, 1H, J = 9,0 Hz), 7,06 (s, 1H), 7,90 (dd, 1H, J = 2,4, 9,0 Hz), 8,09 (d, 1H, J = 2,4 Hz).
\vskip1.000000\baselineskip
Ia-52
p.f. = 247-249ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,21-1,36 (m, 2H), 1,40 (s, 9H) 1,62-1,78 (m, 2H), 1,98-2,32 (m, 5H), 2,55 (t, 4H, J = 6,0 Hz), 3,23-3,38 (m, 1H), 3,55 (t, 4H, J = 6,0 Hz), 3,72 (d, 1H, J = 9,6 Hz), 6,94 (d, 2H, J = 9,0 Hz), 7,10 (s, 1H), 7,42 (d, 1H, J = 9,0 Hz).
\vskip1.000000\baselineskip
Ia-53
p.f. = 234-235ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,22-1,38 (m, 2H), 1,41 (s, 9H) 1,64-1,80 (m, 2H), 2,00-2,32 (m, 5H), 3,25-3,40 (m, 1H), 3,73 (d, 1H, J = 9,3 Hz), 7,43 (s, 1H), 7,48 (t, 2H, J = 7,5 Hz), 7,55-7,66 (m, 3H), 7,68-7,89 (m, 4H).
\vskip1.000000\baselineskip
Ia-54
p.f. = 235-236ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,24-1,39 (m, 2H), 1,25 (d, 6H, J = 6,3 Hz), 1,39 (d, 6H, J = 6,9 Hz), 1,60-1,80 (m, 2H), 2,00-2,28 (m, 5H), 2,21 (s, 3H), 2,38 (t, 2H, J = 10,8 Hz), 3,15 (septet, 1H, J = 6,3 Hz), 3,23-3,38 (m, 1H), 3,40 (d, 2H, J = 11,7 Hz), 3,72-3,88 (m, 2H), 3,87 (d, 1H, J = 9,3 Hz), 6,78-6,86 (m, 3H), 7,50 (d, 1H, J = 9,6 Hz).
\vskip1.000000\baselineskip
Ia-55
p.f. = 185-186ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,14 (d, 6H, J = 6,3 Hz), 1,22-1,38 (m, 2H), 1,41 (s, 9H), 1,62-1,78 (m, 2H), 2,02 (t, 2H, J = 10,5 Hz), 2,02-2,10 (m, 2H), 2,16-2,31 (m, 3H), 3,24-3,39 (m, 1H), 3,56 (d, 2H, J = 9,3 Hz), 3,63-3,80 (m, 3H), 7,46 (dd, 1H, J = 1,5, 8,1 Hz), 7,51 (t, 1H, J = 8,1 Hz), 7,63 (s, 1H), 7,81 (t, 1H, J = 1,8 Hz), 7,98 (dt, 1H, J = 1,8, 8,1 Hz).
\vskip1.000000\baselineskip
Ia-56
p.f. = 229-230ºC
RMN-H^{1} (DMSO) \delta ppm = 1,27 (s, 9H), 1,28-1,54 (m, 4H), 1,38 (s, 6H), 1,78-1,84 (m, 2H), 1,90-2,00 (m, 2H), 2,15-2,30 (m, 1H), 2,97-3,13 (m, 1H), 4,90 (s, 1H), 6,79 (d, 1H, J = 9,0 Hz), 7,34 (d, 2H, J = 8,7 Hz), 7,48 (d, 2H, J = 8,4 Hz), 9,72 (s, 1H).
\vskip1.000000\baselineskip
Ia-57
p.f. = 211-212ºC
RMN-H^{1} (CDCl_{3}/DMSO) \delta ppm = 1,24-1,40 (m, 2H), 1,38 (s, 9H), 1,57-1,74 (m, 2H), 1,91 (s, 3H), 1,92-2,01 (m, 2H), 2,12-2,24 (m, 2H), 2,51 (ancha s, 1H), 3,18-3,33 (m, 1H), 4,96 (d, 1H, J = 9,3 Hz), 7,16-7,53 (m, 9H), 7,41 (s, 1H).
\newpage
Ia-58
p.f. = 298-299ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,24 (s, 9H), 1,27 (s, 9H), 1,28-1,54 (m, 4H), 1,75-2,02 (m, 4H), 2,14-2,28 (m, 1H), 2,97-3,11 (m, 1H), 6,78 (d, 1H, J = 8,4 Hz), 7,18 (d, 2H, J = 9,0 Hz), 7,48 (d, 2H, J = 9,0 Hz), 9,46 (s, 1H), 9,76 (s, 1H).
\vskip1.000000\baselineskip
Ia-59
p.f. = 253-254ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,22-1,40 (m, 2H), 1,41 (s, 9H), 1,65-1,81 (m, 2H), 2,04-2,16 (m, 2H), 2,22-2,36 (m, 2H), 3,24-3,41 (m, 1H), 3,74 (d, 1H, J = 9,6 Hz), 7,40-7,54 (m, 3H), 7,88-8,01 (m, 3H), 8,66 (d, 1H, J = 1,5 Hz), 9,57 (d, 1H, J = 1,2 Hz).
\vskip1.000000\baselineskip
Ia-60
p.f. = 213-214ºC
RMN-H^{1} (DMSO) \delta ppm = 1,32-1,50 (m, 2H), 1,35 (s, 9H), 1,52-1,70 (m, 2H), 1,88-2,00 (m, 2H), 2,04-2,16 (m, 2H), 2,22-2,38 (m, 1H), 2,65 (s, 3H), 2,99-3,15 (m, 1H), 6,46 (d, 1H, J = 9,3 Hz), 7,28 (d, 1H, J = 9,0 Hz), 7,81 (s, 1H), 8,20 (s, 1H), 8,47 (s, 1H), 9,89 (s, 1H).
\vskip1.000000\baselineskip
Ia-61
p.f. = 274-275ºC
RMN-H^{1} (DMSO) \delta ppm = 1,27 (s, 1H), 1,28-1,58 (m, 4H), 1,84-2,08 (m, 4H), 2,22-2,40 (m, 1H), 2,99-3,15 (m, 1H), 3,01 (s, 3H), 6,81 (d, 1H, J = 8,1 Hz), 7,78 (d, 2H, J = 7,8 Hz), 7,84 (d, 2H, J = 8,4 Hz), 8,18 (s, 1H), 10,43 (s, 1H).
\vskip1.000000\baselineskip
Ia-62
p.f. = 235-236ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,22-1,39 (m, 2H), 1,41 (s, 3H), 1,66-1,80 (m, 2H), 2,01-2,12 (m, 2H), 2,14-2,22 (m, 1H), 2,23-2,34 (m, 2H), 3,24-3,42 (m, 1H), 3,69 (d, 1H, J = 9,5 Hz), 6,44 (d, 1H, J = 9,3 Hz), 7,27 (ancha s, 1H), 7,28 (d, 1H, J = 9,3 Hz), 7,37 (dd, 1H, J = 2,4, 9,0 Hz), 7,68 (d, 1H, J = 9,6 Hz), 8,04 (d, 1H, J = 2,4 Hz).
\vskip1.000000\baselineskip
Ia-63
p.f. = 277-279ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,27 (s, 9H), 1,28-1,54 (m, 4H), 1,77-2,02 (m, 4H), 2,15-2,29 (m, 1H), 2,90 (s, 3H), 2,96-3,13 (m, 1H), 6,79 (d, 1H, J = 8,7 Hz), 7,12 (d, 2H, J = 9,0 Hz), 7,54 (d, 2H, J = 9,0 Hz), 9,50 (s, 1H), 9,81 (s, 1H).
\vskip1.000000\baselineskip
Ia-64
p.f. = 259-260ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,26 (s, 9H), 1,26-1,50 (m, 4H), 1,74-1,99 (m, 4H), 2,10-2,25 (m, 1H), 2,95-3,10 (m, 1H), 6,78 (d, 1H, J = 8,7 Hz), 6,97 (d, 2H, J = 9,0 Hz), 7,42 (d, 2H, J = 9,0 Hz), 7,50-7,71 (m, 5H), 9,73 (s, 1H), 10,05 (s, 1H).
\newpage
Ia-65
p.f. = 292-293ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,27 (s, 9H), 1,28-1,54 (m, 4H), 1,62-1,72 (m, 2H), 1,77-1,87 (m, 2H), 1,91-2,10 (m, 4H), 2,13-2,25 (m, 1H), 2,98-3,12 (m, 1H), 3,41-3,52 (m, 2H), 5,09 (s, 1H), 6,79 (d, 1H, J = 9,0 Hz), 6,91 (d, 2H, J = 9,0 Hz), 7,37 (d, 2H, J = 9,0 Hz), 7,42 (d, 2H, J = 9,0 Hz), 7,51 (d, 2H, J = 9,0 Hz), 9,56 (s, 1H).
\vskip1.000000\baselineskip
Ia-66
p.f. = >300ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,27 (s, 9H), 1,28-1,58 (m, 4H), 1,85-2,02 (m, 4H), 2,40-2,52 (m, 1H), 3,00-3,16 (m, 1H), 6,81 (d, 1H, J = 9,0 Hz), 7,50-7,58 (m, 3H), 7,90-7,97 (m, 2H), 12,58 (s, 1H).
\vskip1.000000\baselineskip
Ia-67
p.f. = 199-200ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,14 (d, 6H, J = 6,3 Hz), 1,28 (s, 9H), 1,31-1,48 (m, 4H), 1,76-1,88 (m, 2H), 2,17 (t, 2H, J = 11,1 Hz), 2,82 (t, 2H, J = 11,7 Hz), 3,46 (d, 2H, J = 11,4 Hz), 3,20-3,36 (m, 1H), 3,62-3,74 (m, 2H), 4,02 (d, 2H, J = 12,9 Hz), 6,83 (d, 2H, J = 9,0 Hz), 6,89 (d, 1H, J = 8,7 Hz), 7,28 (d, 2H, J = 9,0 Hz), 8,27 (s, 1H).
\vskip1.000000\baselineskip
Ia-68
p.f. = 237-239ºC
RMN-H^{1} (CDCl_{3}/DMSO) \delta ppm = 1,40 (s, 9H), 1,49-1,65 (m, 2H), 1,99-2,10 (m, 2H), 2,95 (t, 2H, J = 11,1 Hz), 3,36-3,52 (m, 1H), 4,17 (d, 1H, J = 12,9 Hz), 5,84 (d, 1H, J = 8,7 Hz), 6,39 (d, 1H, J = 9,6 Hz), 7,21 (d, 1H, J = 9,3 Hz), 7,51 (dd, 1H, J = 2,4, 9,3 Hz), 7,72 (d, 1H, J = 9,9 Hz), 7,85 (d, 1H, J = 2,7 Hz), 8,04 (s, 1H).
\vskip1.000000\baselineskip
Ia-69
p.f. = 259-260ºC
RMN-H^{1} (DMSO) \delta ppm = 1,25-1,55 (m, 4H), 1,27 (s, 9H), 1,82-2,05 (m, 4H), 2,22-2,36 (m, 1H), 2,98-3,17 (m, 1H), 4,16 (s, 3H), 6,80 (d, 1H, J = 8,4 Hz), 7,77-7,87 (m, 4H), 10,16 (s, 1H).
\vskip1.000000\baselineskip
Ia-70
p.f. = 259-260ºC
RMN-H^{1} (DMSO) \delta ppm = 1,28 (s, 9H), 1,36-1,56 (m, 2H), 1,80-1,92 (m, 2H), 2,86-3,02 (m, 2H), 3,36-3,52 (m, 1H), 4,04-4,20 (m, 2H), 6,92 (d, 1H, J = 7,5 Hz), 7,38-7,58 (m, 3H), 8,00-8,14 (m, 2H), 8,90 (s, 1H), 9,08 (s, 1H), 9,63 (s, 1H).
\vskip1.000000\baselineskip
Ia-71
p.f. = 228,229ºC
RMN-H^{1} (CDCl_{3}/DMSO) \delta ppm = 1,27-1,42 (m, 2H), 1,38 (s, 9H), 1,57-1,75 (m, 2H), 1,90-2,02 (m, 2H), 2,12-2,34 (m, 3H), 3,14-3,32 (m, 1H), 5,37 (d, 1H, J = 9,3 Hz), 7,38-7,43 (m, 3H), 7,46 (d, 2H, J = 8,7 Hz), 7,51-7,60 (m, 2H), 7,68 (d, 2H, J = 9,0 Hz), 9,33 (s, 1H).
\vskip1.000000\baselineskip
Ia-75
p.f. = 169-170ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,58-0,72 (m, 1H), 0,80 (d, 3H, J = 6,6 Hz), 0,94 (d, 3H, J = 6,0 Hz), 1,14-1,35 (m, 3H), 1,39 (s, 9H), 1,48-1,66 (m, 2H), 1,74-2,06 (m, 5H), 2,06-2,44 (m, 6H), 3,18-3,35 (m, 1H), 3,64-3,74 (m, 1H), 4,46-4,60 (m, 1H), 6,98-7,38 (m, 5H).
\vskip1.000000\baselineskip
Ia-76
p.f. = 236-237ºC
RMN-H^{1} (CDCl_{3}/DMSO) \delta ppm = 1,27-1,42 (m, 2H), 1,38 (d, 6H, J = 6,6 Hz), 1,60-1,78 (m, 2H), 1,94-2,06 (m, 2H), 2,12-2,30 (m, 3H), 3,06,3,34 (m, 2H), 5,10 (ancha s, 1H), 6,41 (d, 1H, J = 9,9 Hz), 7,25 (d, 1H, J = 8,4 Hz), 7,48 (dd, 1H, J = 2,4, 8,7 Hz), 7,68 (d, 1H, J = 9,9 Hz), 8,12 (d, 1H, J = 2,4 Hz), 8,88 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-77
p.f. = 117-118ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,38 (d, 6H, J = 6,9 Hz), 1,65 (quintet, 2H, J = 5,4 Hz), 1,75-1,91 (m, 2H), 2,42 (t, 2H, J = 7,4 Hz), 3,10-3,24 (m, 3H), 4,77 (ancha s, 1H), 6,41 (d, 1H, J = 9,6 Hz), 7,18-7,26 (m, 1H), 7,48 (dd, 1H, J = 1,8, 8,7 Hz), 7,67 (d, 1H, J = 9,9 Hz), 8,01 (s, 1H), 8,23 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-78
p.f. = 138-139ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,41 (s, 9H), 1,64 (quintet, 2H, J = 6,6 Hz), 1,84 (quintet, 2H, J = 7,3 Hz), 2,42 (t, 2H, J = 7,5 Hz), 3,26 (q, 2H, J = 6,5 Hz), 4,59 (ancha s, 1H), 6,41 (d, 1H, J = 9,3 Hz), 7,23 (d, 1H, J = 8,7 Hz), 7,49 (dd, 1H, J = 2,4, 9,0 Hz), 7,67 (d, 1H, J = 9,9 Hz), 8,03 (d, 1H, J = 2,4 Hz), 8,28 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-79
p.f. = 289-290ºC
RMN-H^{1} (DMSO) \delta ppm = 1,24-1,63 (m, 4H), 1,28 (s, 9H), 1,84-2,08 (m, 4H), 2,24-2,41 (m, 1H), 3,00-3,16 (m, 1H), 6,82 (d, 1H, J = 8,1 Hz), 7,36-7,60 (m, 5H), 7,86-7,99 (m, 2H), 8,28 (s, 1H), 10,50 (s, 1H).
\vskip1.000000\baselineskip
Ia-80
p.f. = 239-240ºC
RMN-H^{1} (DMSO) \delta ppm = 1,22 (d, 1H, J = 6,6 Hz), 1,23-1,40 (m, 2H), 1,40-1,59 (m, 2H), 1,83-2,04 (m, 4H), 2,23-2,39 (m, 1H), 2,98-3,23 (m, 2H), 7,00 (d, 1H, J = 7,8 Hz), 7,36-7,59 (m, 5H), 7,85-7,97 (m, 2H), 8,29 (s, 1H), 10,50 (s, 1H).
\vskip1.000000\baselineskip
Ia-81
p.f. = 205-206ºC
RMN-H^{1} (CDCl_{3}/DMSO) \delta ppm = 1,40 (s, 9H), 1,66 (quintet, 2H, J = 7,0 Hz), 1,85 (quintet, 2H, J = 7,2 Hz), 2,45 (t, 2H, J = 7,5 Hz), 3,24 (t, 2H, J = 6,5 Hz), 5,17 (ancha s, 1H), 7,36-7,54 (m, 5H), 7,85 (d, 1H, J = 8,4 Hz), 8,07 (dd, 1H, J =1,8, 8,1 Hz), 8,23 (d, 1H, J = 1,8 Hz), 9,61 (s, 1H).
\vskip1.000000\baselineskip
Ia-82
p.f. = 216-217ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,14 (d, 6H, J = 6,3 Hz), 1,22 (d, 6H, J = 6,9 Hz), 1,22-1,53 (m, 4H), 1,76-1,98 (m, 2H), 2,21 (t, 2H, J = 10,8 Hz), 2,22-2,36 (m, 1H), 2,96-3,20 (m, 2H), 3,57 (d, 2H, J = 12,0 Hz), 3,60-3,74 (m, 1H), 6,66-6,85 (m, 2H), 6,98 (d, 1H, J = 7,8 Hz), 7,47 (d, 1H, J = 8,7 Hz), 9,30 (s, 1H).
\vskip1.000000\baselineskip
Ia-83
p.f. = 118-119ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,41 (d, 6H, J = 6,3 Hz), 1,26 (s, 9H), 1,40-1,67 (m, 4H), 2,17-2,36 (m, 3H), 2,97-3,10 (m, 2H), 3,57 (d, 2H, J = 12,0 Hz), 3,61-3,74 (m, 1H), 6,67-6,92 (m, 3H), 7,48 (t, 1H, J = 9,0 Hz), 9,37 (s, 1H).
\vskip1.000000\baselineskip
Ia-84
p.f. = 265-267ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,21 (d, 6H, J = 6,6 Hz), 1,20-1,57 (m, 4H), 1,60-2,30 (m, 9H), 2,99-3,20 (m, 4H), 3,40-3,52 (m, 2H), 5,09 (s, 1H), 6,91 (d, 2H, J = 8,7 Hz), 6,98 (d, 1H, J = 7,5 Hz), 7,37 (d, 2H, J = 8,7 Hz), 7,42 (d, 2H, J = 8,7 Hz), 7,51 (d, 2H, J = 8,7 Hz), 9,56 (s, 1H).
\vskip1.000000\baselineskip
Ia-85
p.f. = 185-186ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,26 (s, 9H), 1,42-1,72 (m, 6H), 1,96-2,10 (m, 2H), 2,26 (t, 2H, J = 6,9 Hz), 2,96-3,12 (m, 4H), 3,41-3,52 (m, 2H), 5,09 (s, 1H), 6,88 (d, 1H, J = 8,7 Hz), 6,92 (d, 2H, J = 9,0 Hz), 7,37 (d, 2H, J = 8,7 Hz), 7,43 (d, 2H, J = 9,0 Hz), 7,52 (d, 2H, J = 8,7 Hz), 9,63 (s, 1H).
\vskip1.000000\baselineskip
Ia-86
p.f. = 162-164ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,21 (d, 6H, J = 6,6 Hz), 1,41-1,73 (m, 6H), 1,96-2,10 (m, 2H), 2,26 (t, 2H, J = 7,2 Hz), 2,91-3,20 (m, 5H), 3,42-3,52 (m, 2H), 5,09 (s, 1H), 6,92 (d, 2H, J = 9,3 Hz), 6,99 (t, 1H, J = 6,0 Hz), 7,37 (d, 2H, J = 8,7 Hz), 7,43 (d, 2H, J = 9,3 Hz), 7,52 (d, 2H, J = 8,7 Hz), 9,64 (s, 1H).
\vskip1.000000\baselineskip
Ia-87
p.f. = 245-247ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,22 (d, 6H, J = 6,6 Hz), 1,22-1,58 (m, 4H), 1,81-2,02 (m, 4H), 2,22,2,36 (m, 1H), 3,00-3,20 (m, 2H), 3,01 (s, 3H), 6,99 (d, 1H, J = 8,4 Hz), 7,75-7,88 (m, 2H), 8,19 (d, 1H, J = 1,2 Hz), 10,43 (s, 1H).
\vskip1.000000\baselineskip
Ia-88
p.f. = 208-209ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,22 (d, 6H, J = 6,9 Hz), 1,22-1,55 (m, 4H), 1,75-1,98 (m, 4H), 2,11-2,24 (m, 1H), 2,98-3,20 (m, 2H), 5,96 (s, 2H), 6,82 (d, 1H, J = 8,4 Hz), 6,91-7,03 (m, 2H), 7,30 (d, 1H, J = 1,8 Hz), 9,72 (s, 1H).
\vskip1.000000\baselineskip
Ia-89
p.f. = 142-143ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,27 (s, 9H), 1,40-1,66 (m, 4H), 2,26 (t, 2H, J = 7,5 Hz), 3,02 (q, 2H, J = 6,6 Hz), 5,96 (s, 2H), 6,82 (d, 1H, J = 8,4 Hz), 6,88 (t, 1H, J = 8,4 Hz), 6,94 (dd, 1H, J = 1,8, 8,4 Hz), 7,30 (d, 1H, J = 1,8 Hz), 9,78 (s, 1H).
\vskip1.000000\baselineskip
Ia-90
p.f. = 100ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,20 (d, 6H, J = 6,9 Hz), 1,40-1,66 (m, 4H), 2,26 (t, 2H, J = 7,5 Hz), 2,89-2,99 (m, 2H), 3,13 (quint, 1H, J = 6,6 Hz), 5,96 (s, 2H), 6,83 (d, 1H, J = 8,1 Hz), 6,91-7,02 (m, 2H), 7,30 (d, 1H, J = 1,8 Hz), 9,78 (s, 1H).
\vskip1.000000\baselineskip
Ia-91
p.f. = 189-190ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,26 (s, 9H), 1,43-1,71 (m, 4H), 2,40 (t, 2H, J = 7,5 Hz), 2,97-3,09 (m, 2H), 3,01 (s, 3H), 6,85-6,93 (m, 1H), 7,76-7,88 (m, 2H), 8,20 (d, 1H, J = 1,2 Hz), 10,49 (s, 1H).
\vskip1.000000\baselineskip
Ia-104
p.f. = 238-241ºC
RMN-H^{1} (DMSO) \delta ppm = 1,27 (s. 9H), 1,3-1,5 (m. 4H), 1,8-2,0 (m, 4H), 2,50 (m, 1H), 3,05 (m, 1H), 6,55 (ancha s, 1H), 6,79 (d, 1H, J = 8,2), 7,15 (t, 1H, J = 4,8), 8,64 (d, 2H, J = 4,8).
\vskip1.000000\baselineskip
Ia-105
p.f. = 232-234ºC
RMN-H^{1} (DMSO) \delta ppm = 1,26 (s, 9H), 1,2-1,5 (m, 4H), 1,8-2,0 (m, 4H), 2,55 (m, 1H), 3,05 (m, 1H), 6,77 (d, 1H, J = 8,7), 9,92 (s, 2H), 10,93 (s, 1H).
\vskip1.000000\baselineskip
Ia-106
p.f. = 226-228ºC
RMN-H^{1} (DMSO) \delta ppm = 1,28 (s, 9H), 1,22-1,58 (m, 4H), 1,82-2,04 (m, 4H), 2,29 (m, 1H), 3,07 (m, 1H), 6,79 (d, 1H, J = 8,7 Hz), 7,6 1 (d-d, 1H, J = 1,8 Hz, 8,7 Hz), 8,04 (d, 1H, J.= 8,7 Hz), 8,48 (d, 1H, 2,1 Hz), 9,35 (s, 1H), 10,05 (s, 1H):
\vskip1.000000\baselineskip
Ia-107
p.f. = 282-283ºC
RMN-H^{1} (DMSO) \delta ppm = 1,22-1,57 (m, 4H), 1,27 (s, 9H), 1,80-2,04 (m, 4H), 2,27 (m, 1H), 3,06 (m, 1H), 6,81 (d, 1H, J = 8,7 Hz), 7,32 (m, 1H), 7,44 (t, 2H, J = 7,5 Hz), 7,57-7,72 (m, 6H), 9,91 (s, 1H).
\vskip1.000000\baselineskip
Ia-108
p.f. = 191-192ºC
RMN-H^{1} (DMSO) \delta ppm = 1,24-1,58 (m, 4H), 1,28 (s, 9H), 1,86-2,04 (m, 4H), 2,70 (m, 1H), 3,08 (m, 1H), 6,83 (d, 1H, J = 8,7 Hz), 7,63-7,79 (m, 2H), 8,31 (d, 1H, J = 7,2 Hz). 10,27 (s, 1H).
\vskip1.000000\baselineskip
Ia-109
p.f. = 283-285ºC
RMN-H^{1} (DMSO) \delta ppm = 1,24-1,60 (m, 4H), 1,28 (s, 9H), 1,87-2,04 (m, 4H), 2,42 (m, 1H), 3,09 (m, 1H), 3,87 (s, 2H), 6,82 (d, 1H, J = 8,7 Hz), 7,28-7,43 (m, 3H), 7,60 (d, 2H, J = 7,8 Hz), 7,68 (d, 1H, J = 7,2 Hz), 7,89 (d, 1H, J = 7,5 Hz), 9,48 (s, 1H).
\vskip1.000000\baselineskip
Ia-110
p.f. = 263-265ºC
RMN-H^{1} (DMSO) \delta ppm = 1,24-1,54 (m, 4H), 1,27 (s, 9H), 1,76-1,87 (m, 2H), 1,89-2,01 (m, 2H), 2,17 (m, 1H), 3,04 (m, 1H), 4,01 (s, 4H), 6,01 (s, 2H), 6,44 (d, 2H, J = 8,7 Hz), 6,77 (d, 1H, J = 8,7 Hz), 7,39 (d, 2H, J = 9,0 Hz), 9,44 (s, 1H) .
\vskip1.000000\baselineskip
Ia-111
p.f. = 239-241ºC
RMN-H^{1} (DMSO) \delta ppm = 1,24-1,54 (m, 4H), 1,27 (s, 9H), 1,62-1,76 (m, 4H), 1,80-2,02 (m, 4H), 2,30 (m, 1H), 2,47-2,59 (m, 2H), 2,66-2,76 (m, 2H), 6,08 (m, 1H), 6,79 (d, 1H, J = 9,0 Hz), 6,88 (d, 1H, J = 6,9 Hz), 7,02 (t, 1H, J = 7,5 Hz), 7,13 (d, 1H, J = 7,5 Hz), 8,98 (s, 1H).
\vskip1.000000\baselineskip
Ia-124
p.f. = 247-249ºC
RMN-H^{1} (DMSO) \delta ppm = 1,15 (d, 6H, J = 6,3 Hz), 1,30 (s, 9H), 2,15-2,26 (m, 2H), 3,48-3,57 (m, 2H), 3,63-3,76 (m, 2H), 6,92 (d, 2H, J = 8,7 Hz), 7,59 (d, 2H, J = 9,0 Hz), 7,38 (d, 2H, J = 9,0 Hz), 7,87 (d, 2H, J = 8,7 Hz), 9,92 (ancha s, 1H), 9,98 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-125
p.f. = 228-232ºC
RMN-H^{1} (DMSO) \delta ppm = 1,30 (s, 9H), 1,95-2,08 (m, 2H), 2,77-2,89 (m, 4H), 7,17 (d, 1H, J = 8,4 Hz), 7,39 (d, 2H, J = 9,0 Hz), 7,42-7,48 (m, 1H), 7,64 (ancha s, 1H), 7,87 (d, 2H, J = 9,0 Hz), 9,99 (ancha s, 2H).
\vskip1.000000\baselineskip
Ia-126
p.f. = 244-246ºC
RMN-H^{1} (DMSO) \delta ppm = 1,31 (s, 9H), 7,42 (d, 2H, J = 8,4 Hz), 7,81 (d-d, 1H, J = 2,1 Hz, 8,7 Hz), 7,93 (d, 2H, J = 9,0 Hz), 8,05 (d, 1H, J = 9,0 Hz), 8,66 (d. 1H, J = 2,1 Hz), 9,29 (s, 1H), 10,05 (ancha s, 1H), 10,39 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-127
p.f. = 238-239ºC
RMN-H^{1} (DMSO) \delta ppm = 1,30 (s, 9H), 4,18-4,27 (m, 4H), 6,81 (d, 1H, J = 8,4 Hz), 7,16 (d-d, 1H, J = 2,7 Hz, 9,0 Hz), 7,34-7,42 (m, 3H), 7,85 (d, 2H, J = 8,4 Hz), 9,94 (ancha s, 1H), 9,99 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-128
p.f. = 286-287ºC
RMN-H^{1} (DMSO) \delta ppm = 1,31 (s, 9H), 7,41 (d, 2H, J = 8,7 Hz), 7,71 (d, 2H, J = 8,4 Hz), 7,91 (d, 2H, J = 8,7 Hz), 7,99 (d, 2H, J = 8,7 Hz), 10,05 (ancha s, 1H), 10,44 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-129
p.f. = 232-234ºC
RMN-H^{1} (DMSO) \delta ppm = 1,27 (s, 9H), 1,3-1,5 (m, 4H), 1,8-2,0 (m, 4H), 2,25 (1H, m), 3,07 (m, 1H), 6,80 (d, 1H, J = 9,0), 7,37 (d, 1H, J = 8,1), 7,53 (t, 1H, J = 8,1), 7,75 (t, 1H, J = 8,1), 8,12 ( s, 1H), 10,16 (s, 1H).
\vskip1.000000\baselineskip
Ia-130
p.f. = 274-277ºC
RMN-H^{1} (DMSO) \delta ppm = 1,27 (s, 9H), 1,23-1,58 (m, 4H), 1,81-2,03 (m, 4H), 2,28 (m, 1H), 3,07 (m, 1H), 6,80 (d, 1H, J = 8,4 Hz), 7,36 (d-d, 1H, J = 0,9 Hz, 5,7 Hz), 7,43 (d-d, 1H, J = 2,1 Hz, 8,7 Hz), 7,60 (d, 1H, J = 5,4 Hz), 7,78 (d, 1H, J = 8,7 Hz), 8,40 (d, 1H, 1,8 Hz), 9,97 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-131
p.f. = 259-260ºC
RMN-H^{1} (DMSO) \delta ppm = 1,31 (s, 9H), 7,40 (d, 1H, J = 4,8 Hz), 7,41 (d, 2H, J = 8,7 Hz), 7,66 (d, 1H, J = 5,1 Hz), 7,67 (d-d, 1H, J = 1,8 Hz, 8,7 Hz), 7,84 (d, 1H, J = 9,0 Hz), 7,92 (d, 2H, J = 8,7 Hz), 8,50 (s, 1H), 10,03 (ancha s, 1H), 10,27 (brs 1H).
\newpage
Ia-132
p.f. = 265-266ºC
RMN-H^{1} (DMSO) \delta ppm = 1,17 (d, 6H, J = 6,6 Hz), 1,31 (s, 9H), 4,10 (m, 1H), 7,35-7,46 (m, 3H), 7,54 (d, 1H, J = 7,5 Hz), 7,87-7,97 (m, 3H), 8,15 (ancha s, 1H), 8,20 (d, 1H, J = 7,5 Hz), 10,03 (ancha s, 1H), 10,25 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-133
p.f. = 249-250ºC
RMN-H^{1} (DMSO) \delta ppm = 1,31 (s, 9H), 7,41 (d, 2H, J = 8,7 Hz), 7,45 (d, 1H, J = 5,4 Hz), 7,67 (d-d, 1H, J = 1,8 Hz, 8,7 Hz), 7,76 (d, 1H, J = 5,4 Hz), 7,92 (d, 2H, J = 8,7 Hz), 7,95 (d, 1H, J = 8,1 Hz), 8,39 (d, 1H, J = 1,8 Hz), 10,02 (ancha s, 1H), 10 23 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-134
p.f. = 305-306ºC
RMN-H^{1} (DMSO) \delta ppm = 1,25 (m, 2H), 1,25 (s, 9H), 1,52 (m, 2H), 1,82 (m, 2H,), 1,94 (m, 2H), 2,13 (m, 1H), 3,04 (m, 1H), 6,00 (d, 1H, J = 8,1), 6,74 (d, 1H, J = 8,4), 7,3-7,5 (m, 6H), 7,85 (d, 2H, J = 7,5), 8,31 (d, 1H, J = 8,4).
\vskip1.000000\baselineskip
Ia-135
p.f. = 220-222ºC
RMN-H^{1} (DMSO) \delta ppm = 1,27 (s, 9H), 1,3-1,5 ( m, 4H), 1,8-2,0 (m, 4H), 2,37 (m, 1H), 3,03 (m, 1H), 6,80 (d, 1H, J = 8,7), 7,04 (m, 1H), 7,29 (m, 1H), 7,79 (m, 1H), 9,60 (s, 1H).
\vskip1.000000\baselineskip
Ia-136
p.f. = 263-264ºC
RMN-H^{1} (DMSO) \delta ppm = 1,27 ( s, 9H), 1,3-1,5 (m, 4H), 1,8-2,0 (m, 4H), 2,20 ( m, 1H), 3,03 (m, 1H), 6,80 (d, 1H, J = 8,4), 6,87 (m, 1H), 7,31 (m, 2H), 10,21 (s, 1H).
\vskip1.000000\baselineskip
Ia-137
p.f. = 260-262ºC
RMN-H^{1} (DMSO) \delta ppm = 1,27 (s, 9H), 1,3-1,5 ( m, 4H), 1,8-2,0 (m, 4H), 2,30 (m, 1H), 3,05 (m, 1H), 6,80 (d, 1H, J = 8,4), 7,13 (t, 2H, J = 8,1), 7,31 (m, 1H), 9,52 (s, 1H).
\vskip1.000000\baselineskip
Ia-138
p.f. = 270-273ºC
RMN-H^{1} (DMSO) \delta ppm = 1,27 (s, 9H), 1,3-1,5 (m, 4H), 1,8-2,0 (m, 4H), 2,12 (m, 1H), 3,05 (m, 1H), 6,79 (d, 1H, J = 9,0), 7,31 (m, 2H), 7,80 (m, 1H), 10,05 (s, 1H).
\vskip1.000000\baselineskip
Ia-139
p.f. = 267-270ºC
RMN-H^{1} (DMSO) \delta ppm = 1,30 (s, 9H), 4,05 (s, 4H), 6,04 (s, 2H), 6,51 (d, 2H, J = 8,7 Hz), 7,34 (d, 2H, J = 8,4 Hz), 7,54 (d, 2H, J = 8,4 Hz), 7,87 (d, 2H, J = 8,4 Hz), 9,82 (ancha s, 1H), 9,97 (ancha s, 1H).
\newpage
Ia-140
p.f. = 227-229ºC
RMN-H^{1} (DMSO) \delta ppm = 1,22 (d, 6H, J = 6,6 Hz), 1,20-1,57 (m 4H), 1,80-2,01 (m, 4H), 2,27 (m, 1H), 2,95-3,22 (m, 2H), 6,99 (d,1H, J = 7,8 Hz), 7,65 (d, 2H, J = 8,7 Hz), 7,80 (d, 2H, J = 8,4 Hz), 10,18 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-141
p.f. = 205-207ºC
RMN-H^{1} (DMSO) \delta ppm = 1,22 (d, 6H, J = 6,9 Hz), 1,20-1,55 (m, 4H), 1,75-2,05 (m, 6H), 2,21 (m, 1H), 2,72-2,85 (m, 4H), 2,93-3,20 (m, 2H), 6,98 (d, 1H, J = 8,1 Hz), 7,10 (d, 1H, J = 8,1 Hz), 7,26 (d-d, 1H, J = 2,1 Hz, 8,1 Hz), 7,51 (s, 1H), 9,67 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-142
p.f. = 295-296ºC
RMN-H^{1} (DMSO) \delta ppm = 1,15 (d, 6H,J=6,6), 1,27 (s, 9H), 1,3-1,5 (m, 4H), 1,8-2,0 (m, 4H), 2,27 (m, 1H), 3,05 (m, 1H), 4,07 (m, 1H), 6,80 (d, 1H, J = 8,7), 7,64 (d, 2H, J = 8,7), 7,79 (d, 2H, J = 8,7), 8,06 (d, 1H, J = 7,5), 10,01 (s, 1H).
\vskip1.000000\baselineskip
Ia-143
p.f. = 146-147ºC
RMN-H^{1} (DMSO) \delta ppm = 1,26 (s, 9H), 1,5-1,7 (m, 4H), 2,36 (t, 2H, J = 7,8), 3,03 (q, 2H, J = 6,3), 6,89 (t, 1H, J = 6,3), 7,66 (d, 2H, J = 8,4), 7,80 (d, 2H, J = 8,4), 10,25 (s, 1H).
\vskip1.000000\baselineskip
Ia-144
p.f. = 138-140ºC
RMN-H^{1} (DMSO) \delta ppm = 1,21 (d, 6H, J = 6,0), 1,4-1,7 (m, 4H), 2,37 (t, 2H, J = 7,5), 2,96 (q, 2H, J = 6,3), 3,14 (m, 1H), 6,99 (t, 1H, J = 5,4), 7,66 (d, 2H, J = 7,8), 7,81 (d, 2H, J = 7,8), 10,26 (s, 1H).
\vskip1.000000\baselineskip
Ia-145
p.f. = 134-136ºC
RMN-H^{1} (DMSO) \delta ppm = 1,26 (s, 9H), 1,39 (m, 2H), 1,4-1,7 (m, 4H), 2,28 (t, 2H, J = 7,2), 2,79 (m, 4H), 3,02 (q, 2H, J = 7,2), 6,88 (t, 1H, J = 6,0), 7,10 (t, 1H, J = 6,0), 7,51 (s, 1H), 9,73 (s, 1H).
\vskip1.000000\baselineskip
Ia-146
p.f. = 135-137ºC
RMN-H^{1} (DMSO) \delta ppm = 1,20 (d. 6H, J = 6,6), 1,4-1,7 (m, 4H), 1,99 (m, 2H), 2,28 (t, 2H, J = 7,2), 2,79 (m, 4H), 2,94 (q, 2H, J = 6,3), 3,13 (m, 1H), 6,98 (t, 1H, J = 6,9), 7,10 (d, 2H, J = 8,1), 7,26 (d, 2H, J = 8,1), 7,51 (s, 1H), 9,73 (s, 1H).
\vskip1.000000\baselineskip
Ia-147
p.f. = 206-207ºC
RMN-H^{1} (DMSO) \delta ppm = 1,29 (s, 9H), 4,54 (d, 2H, J = 5,7 Hz), 7,35 (d, 2H, J = 9,0 Hz), 7,52 (d, 2H, J = 7,8 Hz), 7,69 (d, 2H, J = 8,1 Hz), 7,83 (d, 2H, J = 8,7 Hz), 9,02 (t, 1H, J = 5,7 Hz), 9,97 (ancha s, 1H).
\newpage
Ia-148
p.f. = 250-251ºC
RMN-H^{1} (DMSO) \delta ppm = 1,30 (s, 9H), 7,18 (t, 2H, J = 9,3 Hz), 7,40 (d, 2H, J = 8,7 Hz), 7,76 (d-d, 2H, J = 5,1 Hz, 9,3 Hz), 7,88 (d, 2H, J = 9,0 Hz), 10,02 (ancha s, 1H), 10,17 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-149
p.f. = 220-222ºC
RMN-H^{1} (DMSO) \delta ppm = 1,30 (s, 9H), 3,74 (s, 3H), 6,92 (d, 2H, J = 9,0 Hz), 7,38 (d, 2H, J = 9,0 Hz), 7,64 (d, 2H, J = 9,0 Hz), 7,87 (d, 2H, J = 9,0 Hz), 9,99 (s, 2H).
\vskip1.000000\baselineskip
Ia-150
p.f. = 264-266ºC
RMN-H^{1} (DMSO) \delta ppm = 1,31 (s, 9H), 1,66-1,76 (m, 4H), 2,57-2,66 (m, 2H), 2,71-2,80 (m, 2H), 6,98 (m, 1H), 7,06-7,16 (m, 2H), 7,38 (d, 2H, J = 9,0 Hz), 7,90 (d, 2H, J = 8,7 Hz), 9,60 (s, 1H), 9,99 (s, 1H).
\vskip1.000000\baselineskip
Ia-151
p.f. = 235-236ºC
RMN-H^{1} (DMSO) \delta ppm = 1,03-1,39 (m, 5H), 1,27 (s, 9H), 1,55-1,87 (m, 5H), 3,73 (m, 1H), 7,31 (d, 2H, J = 8,7 Hz), 7,76 (d, 2H, J = 8,4 Hz), 8,01 (d, 1H, J = 7,8 Hz), 9,90 (s, 1H).
\vskip1.000000\baselineskip
Ia-152
p.f. = 244-246ºC
RMN-H^{1} (DMSO) \delta ppm = 0,50-0,72 (m, 4H), 1,27 (s, 9H), 2,81 (m, 1H), 7,31 (d, 2H, J = 8,7 Hz), 7,73 (d, 2H, J = 8,7 Hz), 8,30 (d, 1H, J = 4,2 Hz), 9,91 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-153
p.f. = >300ºC
RMN-H^{1} (DMSO) \delta ppm = 1,06 (m, 6H), 1,27 (s, 9H), 1,2-1,5 (m, 4H), 1,8-2,0 (m, 4H), 2,25 (m, 1H), 2,7 (m, 1H), 3,05 (m, 1H), 3,51 (m, 4H), 4,30 (m, 1H), 6,80 (d, 1H, J = 8,4), 7,34 (d, 2H, J = 8,4), 7,65 (d; 2H, J = 8,4), 10,01 (s, 1H).
\vskip1.000000\baselineskip
Ia-154
p.f. = 247-249ºC
RMN-H^{1} (DMSO) \delta ppm = 1,05 (m,6H), 1,27 (s, 9H), 1,2-1,5 (m, 4H), 1,8-2,0 (m, 4H), 2,23 (m, 1H), 2,77 (m, 1H), 3,05 (m, 1H), 3,52 (m, 4H), 4,33 (m, 1H), 6,80 (d, 1H, J = 9,0), 7,03 (d, 1H, J = 7,8), 7,35 (t, 1H, J = 7,8), 7,59 (d, 1H, J = 7,8), 7,68 (s, 1H), 9,96 (s, 1H).
\vskip1.000000\baselineskip
Ia-155
p.f. = 258-259ºC
RMN-H^{1} (DMSO) \delta ppm = 1,25 (m, 2H), 1,50 (m,2H), 1,86 (m, 2H), 1,99 (m, 2H), 2,28 (m, 1H), 2,93 (s, 3H), 3,10 (m, 1H), 7,02 (d, 1H, J = 7,5), 7,65 (d, 2H, J = 8,4), 7,80 (d, 2H, J = 8,4). 10,20 (s, 1H).
\newpage
Ia-156
p.f. = 250-253ºC
RMN-H^{1} (DMSO) \delta ppm = 1,28 (m, 2H), 1,50 (m, 2H), 1,82 (m, 2H), 2,00 (m, 4H), 2,22 (m, 1H), 2,79 (m, 4H), 2,92 (s, 3H), 3,11 (m, 1H), 7,01 (d, 1H, J = (,1), 7,26 (d, 1H, J = 8,1), 7,51 (s, 1H), 9,68 (s, 1H).
\vskip1.000000\baselineskip
Ia-157
p.f. = 259-262ºC
RMN-H^{1} (DMSO) \delta ppm = 1,13 (d, 6H, J = 6,0), 1,25 (m, 2H), 1,50 (m, 2H), 1,80 (m, 2H), 1,95 (m, 2H), 2,17 (m, 3H), 2,92 (s, 3H), 3,10 (m, 1H), 3,70 (m,2H), 3,68 (m, 2H), 6,86 (d, 2H J=9,3), 7,00 (d, 1H, J = 7,2), 7,43 (d, 2H, J = 9,3), 9,58 (s, 1H).
\vskip1.000000\baselineskip
Ia-158
p.f. = 298-300ºC
RMN-H^{1} (DMSO) \delta ppm = 1,31 (s, 9H), 7,30-7,50 (m, 5H), 7,63-7, 71 (m, 4H), 7,87 (d, 2H, J = 8,7 Hz), 7,91 (d, 2H, J = 9,0 Hz), 10,03 (ancha s, 1H), 10,22 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-159
p.f. = 278-281ºC
RMN-H^{1} (DMSO) \delta ppm = 0,74-1,87 (m, 20H), 1,29 (s, 9H), 3,76 (m, 1H), 7,32 (d, 2H, J = 8,4 Hz), 7,75 (d, 2H, J = 8,7 Hz), 7,75 (d, 1H, J = 8,7 Hz), 7,90 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-160
p.f. = 227-228ºC
RMN-H^{1} (DMSO) \delta ppm = 1,22-1,55 (m, 4H), 1,27 (s, 9H), 1,80-2,02 (m, 4H), 2,23 (m, 1H), 3,06 (m, 1H), 6,78 (d, 1H, J = 8,7 Hz), 7,45 (t, 1H, J = 9,9 Hz), 7,82 (m, 1H), 8,12 (d-d, 1H, J = 2,4 Hz, 6,3 Hz), 10,17 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-161
p.f. = 259-260ºC
RMN-H^{1} (DMSO) \delta ppm = 1,22-1,54 (m, 4H), 1,27 (s, 9H), 1,78-2,01 (m, 4H), 2,16 (s, 3H), 2,21 (m, 1H), 3,05 (m, 1H), 6,77 (d, 1H, J = 8,4 Hz), 7,12-7,21 (m, 2H), 7,53 (m, 1H), 9,90 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-162
p.f. = 222-226ºC
RMN-H^{1} (DMSO) \delta ppm = 1,15 (d,6H,J = 6,3 Hz), 1,26 (d, 6H, J = 6,9 Hz), 2,16-2,26 (m, 2H), 3,31 (m, 1H), 3,48-3,58 (m, 2H), 3,63-3,76 (m, 2H), 6,92 (d, 2H, J = 9,0 H), 7,32 (d, 2H, J = 8,7 Hz), 7,59 (d, 2H, 9,0 Hz), 7,89 (d, 2H, J = 9,0 Hz), 9,92 (s, 1H), 10,13 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-163
p.f. = 197-200ºC
RMN-H^{1} (DMSO) \delta ppm = 1,26 (d, 6H, J = 6,3 Hz), 1,95-2,09 (m, 2H), 2,77-2,90 (m, 4H), 3,32 (m, 1H), 7,17 (d, 1H, J = 8,1 Hz), 7,32 (d, 2H, J = 8,7 Hz), 7,45 (d-d, 1H, J = 1,8 Hz, 8,1 Hz), 7,64 (ancha s, 1H), 7,90 (d, 2H, J = 8,7 Hz), 9,99 (ancha s, 1H), 10,13 (ancha s, 1H).
\newpage
Ia-164
p.f. = 145-247ºC
RMN-H^{1} (DMSO) \delta ppm = 1,27 (s, 9H), 1,3-2,0 (m, 16H), 2,19 (m, 1H), 3,05 (m, 1H), 4,74 (m, 1H), 6,79 (d, 1H, J = 9,0), 6,80 (d, 2H, J = 9,0), 7,47 (d, 2H, J = 9,0), 9,63 (s, 1H).
\vskip1.000000\baselineskip
Ia-165
p.f. = >300ºC
RMN-H^{1} (DMSO) \delta ppm = 1,03-2,02 (m, 18H), 1,27 (s, 9H), 2,26 (m, 1H), 3,06 (m, 1H), 3,73 (m, 1H), 6,78 (d, 1H, J = 8,7 Hz, 7,63 (d, 2H, J = 9,0 Hz), 7,78 (d, 2H, J = 8,7 Hz), 8,02 (d, 1H, J = 8,1 Hz), 10,00 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-166
p.f. = 200-201ºC
RMN-H^{1} (DMSO) \delta ppm = 1,03-2,02 (m, 18H), 1,27 (s, 9H), 2,25 (m, 1H), 3,06 (m, 1H), 3,73 (m, 1H), 6,78 (d, 1H, J = 8,7 Hz), 7,33 (t, 1H, J = 8,1 Hz), 7,46 (d, 1H, J = 8,1 Hz), 7,76 (m, 1H), 7,94 (m, 1H), 8,14 (d, 1H, J = 8,1 Hz), 9,92 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-167
p.f. = 282-285ºC
RMN-H^{1} (DMSO) \delta ppm = 1,22-1,57 (m, 4H), 1,27 (s, 9H), 1,87-2,03 (m, 4H), 2,49 (m, 1H), 3,07 (m, 1H), 6,83 (d, 1H, J = 8,7 Hz), 13,20 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-168
p.f. = 120-124ºC
RMN-H^{1} (DMSO) \delta ppm = 0,94-1,66 (m, 14H), 1,27 (s, 9H), 1,80-2,04 (m, 4H), 2,25 (m, 1H), 2,92 (m, 1H), 3,06 (m, 1H), 6,78 (d, 1H, J = 8,7 Hz), 7,42-7,53 (m, 2H), 7,63 (d, 1H, J = 7,2 Hz), 7,73 (m, 1H), 8,17 (m, 1H), 10,11 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-169
p.f. = 256-257ºC
RMN-H^{1} (DMSO) \delta ppm = 0,93-1,20 (m, 5H), 1,24-1,64 (m, 9H), 1,27 (s, 9H), 1,80-2,02 (m, 4H), 2,27 (m, 1H), 2,87 (m, 1H), 3,06 (m, 1H), 6,79 (d, 1H, J = 9,0 Hz), 7,48 (d, 1H, J = 7,2 Hz), 7,68-7,79 (m, 4H), 10,17 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-171
p.f. = 242-244ºC
RMN-H^{1} (DMSO) \delta ppm = 1,27 (m, 12H), 1,45 (m, 4H), 1,90 (m, 4H), 2,25 (m, 1H), 3,07 (m, 1H), 3,67 (m, 2H), 6,77 (d, 1H, J = 8,7), 6,90 (d, 1H, J = 7,8), 7,31 (t, 1H, J = 7,5), 7,53 (d, 1H, J = 7,8), 7,59 (s,1H), 9,89 (s, 1H).
\vskip1.000000\baselineskip
Ia-172
p.f. = >310ºC
RMN-H^{1} (DMSO) \delta ppm = 1,27 (m, 12H), 1,38 (m, 4H), 1,84 (m, 2H), 1,97 (m, 2H), 2,25 (m, 1H), 3,07 (m, 1H), 3,66 (m, 2H), 6,81 (d, 1H, J = 8,7), 7,20 (d, 2H, J = 6,7), 7,61 (d, 2H, J = 8,7), 9,94 (s, 1H).
\newpage
Ia-173
p.f. = 279-281ºC
RMN-H^{1} (DMSO) \delta ppm = 1,27 (s, 9H), 1,3-1,5 (m, 4H), 1,83 (m, 6H), 1,93 (m, 2H), 2,21 (m, 1H), 2,36 (m, 2H), 3,05 (m, 1H), 3,54 (m, 2H), 6,79 (d, 1H, J = 8,7), 7,16 (d, 2H, J = 9,0), 7,56 (d, 2H, J = 9,0), 9,83 (s, 1H).
\vskip1.000000\baselineskip
Ia-174
p.f. = 258-262ºC
RMN-H^{1} (DMSO) \delta ppm = 0,29 (m, 2H), 0,53 (m,2H), 1,20 (m, 1H), 1,27 (s, 9H), 1,3-1,5 (m, 4H), 1,7-2,0 (m, 4H), 2,20 (m, 1H), 3,05 (m, 1H), 3,75 (d, 2H, J = 6,9), 6,79 (d, 1H, J = 9,0), 6,83 (d, 2H, J = 9,0), 7,46 (d, 2H, J = 9,0), 9,64 (s, 1H).
\vskip1.000000\baselineskip
Ia-175
p.f. = 246-248ºC
RMN-H^{1} (DMSO) \delta ppm = 1,27 (s, 9H), 1,3-2,0 (m, 18H), 2,19 (m, 1H), 3,04 (m, 1H), 4,23 (m, 1H), 6,79 (d, 1H, J = 8,7), 6,84 (d, 2H, J = 9,0), 7,45 (d, 2H, J = 9,0), 9,64 (s, 1H).
\vskip1.000000\baselineskip
Ia-176
p.f. = 200-202ºC
RMN-H^{1} (DMSO) \delta ppm = 1,27 (s, 9H), 1,3-2,0 (m, 18H), 2,21 (m, 1H), 3,05 (m, 1H), 4,23 (m, 1H), 6,57 (d, 1H, J = 6,9), 6,80 (d, 1H, J = 9,0), 7,0-7,2 (m, 2H), 7,28 (s, 1H), 9,74 (s, 1H).
\vskip1.000000\baselineskip
Ia-177
p.f. = 266-268ºC
RMN-H^{1} (DMSO) \delta ppm = 1,22-1,56 (m, 4H), 1,27 (s, 9H), 1,79-2,02 (m, 4H), 2,25 (m,1H), 3,05 (m, 1H), 6,56 (m, 1H), 6,77-6,84 (m, 2H), 7,58-7,71 (m, 5H), 9,92 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-178 Compuesto de la invención
p.f. = 223-224ºC
RMN-H^{1} (DMSO) \delta ppm = 1,26-1,54 (m,4H), 1,27 (s, 9H), 1,81-2,02 (m,4H), 2,45 (m, 1H), 3,06 (m, 1H), 6,80 (d, 1H, J = 8,7 Hz), 8,15 (d-d, 1H, J = 2,4 Hz, 9,0 Hz), 8,27 (d, 1H, J = 9,0 Hz), 8,70 (m, 1H), 10,85 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-179
p.f. = 224-227ºC
RMN-H^{1} (DMSO) \delta ppm = 1,24-1,56 (m, 4H), 1,27 (s, 9H), 1,80-2,03 (m, 4H), 2,27 (m, 1H), 3,06 (m, 1H), 6,80 (d, 1H, J = 8,7 Hz), 6,90 (d, 1H, J = 1,8 Hz), 7,72-7,84 (m, 4H), 8,60 (d, 1H, J = 1,8 Hz), 10,09 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-180
p.f. = 226-227ºC
RMN-H^{1} (DMSO) \delta ppm = 0,92 (d, 6H, J = 6,6 Hz), 1,26-1,55 (m, 4H), 1,27 (s, 9H), 1,80-2,03 (m, 4H), 2,27 (m, 1H), 3,05 (m, 1H), 3,20 (m, 1H), 6,80 (d, 1H, J = 8,7 Hz), 7,42 (d, 1H, J = 7,2 Hz), 7,67-7,79 (m, 4H), 10,19 (ancha s, 1H).
\newpage
Ia-181
p.f. = 191-192ºC
RMN-H^{1} (DMSO) \delta ppm = 0,95 (d, 6H, J = 6,6 Hz), 1,26-1,55 (m, 4H), 1,27 (s, 9H), 1,80-2,03 (m, 4H), 2,25 (m, 1H), 3,06 (m, 1H), 3,23 (m, 1H), 6,80 (d, 1H, J = 8,4 Hz), 7,41-7,53 (m, 2H), 7,58 (d, 1H, J = 7,2 Hz), 7,73 (m, 1H), 8,18 (m, 1H), 10,13 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-182
p.f. = 192-193ºC
RMN-H^{1} (DMSO) \delta ppm = 0,30 (m, 2H), 0,55 (m, 2H), 1,2-1,5 (m, 5H), 1,27 (s, 1H), 1,8-2,0 (m, 4H), 2,20 (m, 1H), 3,04 (m, 1H), 3,75 (d, 2H, J = 6,9), 6,58 (m, 1H), 6,79 (d, 1H, J = 8,7), 7,0-7,2 (m, 2H), 7,31 (s, 1H), 9,76 (s, 1H).
\vskip1.000000\baselineskip
Ia-183
p.f. = >310ºC
RMN-H^{1} (DMSO) \delta ppm = 1,27 (s, 9H), 1,3-1,5 (m,4H), 1,82 (m, 2H), 1,97 (m, 2H), 2,04 (m, 2H), 2,39 (m, 1H), 2,46 (t, 2H, J = 7,8), 3,07 (m, 1H), 3,79 (t, 2H, J = 7,5), 6,79 (d, 1H, J = 8,7), 7,56 (m, 4H), 9,80 (s, 1H).
\vskip1.000000\baselineskip
Ia-184
p.f. = 281,283ºC
RMN-H^{1} (DMSO) \delta ppm = 1,24-1,57 (m, 4H), 1,27 (s, 9H), 1,80-2,04 (m, 4H), 2,27 (m, 1H), 3,06 (m, 1H), 6,80 (d, 1H, J = 9,0 Hz), 7,33 (s, 1H), 7,75 (d, 2H, J = 9,3 Hz), 7,91 (d, 2H, J = 8,7 Hz), 8,16 (s, 1H), 10,09 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-185
p.f. = 226-227ºC
RMN-H^{1} (DMSO) \delta ppm = 1,24-1,58 (m, 10H), 1,27 (s, 9H), 1,81-2,02 (m, 4H), 2,28 (m, 1H), 2,78-2,88 (m, 4H), 3,06 (m, 1H), 6,80 (d, 1H, J = 8,7 Hz), 7,64 (d, 2H, J = 8,7 Hz), 7,82 (d, 2H, J = 8,7 Hz), 10,25 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-186
p.f. = 148-150ºC
RMN-H^{1} (DMSO) \delta ppm = 1,25-1,60 (m, 10H), 1,27 (s, 9H), 1,82-2,03 (m, 4H), 2,24 (m, 1H), 2,82-2,92 (m, 4H), 3,06 (m,1H), 6,79 (d, 1H, J = 8,4 Hz), 7,36 (m, 1H), 7,55 (t, 1H, J = 7,8 Hz), 7,84 (m, 1H), 8,06 (m, 1H), 10,18 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-187
p.f. = >310ºC
RMN-H^{1} (DMSO) \delta ppm = 1,27 (s, 9H), 1,36 (s, 9H), 1,43 (m, 4H), 1,85 (m, 2H), 1,93 (m, 2H), 2,27 (m, 1H), 3,06 (m, 1H), 6,80 (d, 1H, J = 8,7), 7,58 (s, 1H), 7,62 (d, 2H), 7,75 (d, 2H, J = 9,0), 10,00 (s, 1H).
\vskip1.000000\baselineskip
Ia-188
p.f. = 285-292ºC
RMN-H^{1} (DMSO) \delta ppm = 0,85 (t, 3H, J = 7,5), 1,11 (d, 3H, J = 6,3), 1,26 (s, 9H), 1,3-1,6 (m, 6H), 1,85 (m, 2H), 1,95 (m, 2H), 2,27 (m, 1H), 3,06 (m, 1H), 3,90 (m, 1H), 6,80 (d, 1H, J = 8,4), 7,64 (d, 2H, J = 8,7), 7,79 (d, 2H, J = 8,7), 7,99 (d, 1H, J = 8,1), 10,02 (s, 1H).
\newpage
Ia-189
p.f. = 278-281ºC
RMN-H^{1} (DMSO) \delta ppm = 1,27 (s, 9H), 1,2-2,0 (m, 17H), 2,03 (m, 2H), 3,03 (m, 1H), 6,79 (d, 1H, J = 8,4), 7,1-7,3 (m, 3H), 7,94 (s, 1H), 9,78 (m, 2H).
\vskip1.000000\baselineskip
Ia-190
p.f. = >310ºC
RMN-H^{1} (DMSO) \delta ppm = 1,1-2,0 (m, 17H), 1,27 (s, 9H), 2,25 (m, 2H), 3,03 (m, 1H), 6,79 (d, 1H, J = 8,7), 7,48 (m, 4H), 9,71 (m, 2H).
\vskip1.000000\baselineskip
Ia-191
p.f. = 275-277ºC
RMN-H^{1} (DMSO) \delta ppm = 1,16 (d, 6H, J = 6,6 Hz), 1,31 (s, 9H), 4,09 (m, 1H), 7,41 (d, 2H, J = 8,7 Hz), 7,84 (s, 4H), 7,90 (d, 2H, J = 9,0 Hz), 8,11 (d, 1H, J = 7,5 Hz), 10,04 (ancha s, 1H), 10,30 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-192
p.f. = 204-205ºC
RMN-H^{1} (DMSO) \delta ppm = 1,15 (d, 6H, J = 6,6 Hz), 1,20-1,56 (m, 4H), 1,22 (d, 6H, J = 6,6 Hz), 1,78-2,00 (m, 4H), 2,25 (m, 1H), 2,98-3,22 (m, 2H), 4,06 (m, 1H), 6,99 (d, 1H, J = 8,1 Hz), 7,34 (t, 1H, J = 8,1 Hz), 7,46 (d, 1H, J = 7,8 Hz), 7,75 (m 1H), 7,96 (m, 1H), 8,17 (d, 1H, J = 8,7 Hz), 9,94 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-193
p.f. = 285-286ºC
RMN-H^{1} (DMSO) \delta ppm = 1,15 (d, 6H, J = 6,6 Hz), 1,20-1,56 (m, 4H), 1,22 (d, 6H, J = 6,9 Hz), 1,79-2,00 (m, 4H), 2,26 (m, 1H), 2,97-3,20 (m, 2H), 4,07 (m, 1H), 6,99 (d, 1H, J = 7,8 Hz), 7,64 (d, 2H, J = 8,7 Hz), 7,79 (d, 2H, J = 8,7 Hz), 8,06 (d, 1H, J = 7,5 Hz), 10,02 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-194
p.f. = 248-250ºC
RMN-H^{1} (DMSO) \delta ppm = 1,22-1,57 (m, 4H), 1,22 (d, 6H, J = 6,6 Hz), 1,78-2,00 (m, 4H), 2,25 (m, 1H), 2,98-3,22 (m, 2H), 6,56 (m, 1H), 6,82 (d, 1H, J = 3,3 Hz), 6,99 (d, 1H, J = 7,8 Hz), 7,58-7,71 (m, 5H), 9,92 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-195
p.f. = 271-275ºC
RMN-H^{1} (DMSO) \delta ppm = 1,27 (s, 9H), 1,28-1,56 (m, 4H), 1,80-2,02 (m, 4H), 2,25 (m, 1H), 3,06 (m, 1H), 6,80 (d, 1H, J = 9,0 Hz), 7,57 (s, 1H), 7,62-7,74 (m, 4H), 8,39 (s, 1H), 9,99 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-196
p.f. = 226-228ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,30 (m, 2H), 1,23 (d, 6H, J = 6,9), 1,2-2,0 (m, 4H), 2,20 (m, 1H), 3,10 (m, 2H), 3,76 (d, 2H, J = 6,9), 6,83 (d, 2H, J = 8,7), 6,99 (d, 1H, J = 8,1), 7,46 (d, 2H, J = 8,7), 9,65 (s, 1H).
\newpage
Ia-197
p.f. = 173-175ºC
RMN-H^{1} (DMSO) \delta ppm = 0,31 (m, 2H), 0,56 (m, 2H), 1,22 (d, 6H, J = 6,6), 1,2-1,5 (m, 4H), 1,8-2,0 (m, 4H), 2,22 (m, 1H), 3,10 (m, 1H), 3,76 (d, 1H, J = 7,2), 6,58 (d, 1H, J = 8,1), 7,0-7,2 (m, 2H), 7,32 (s, 1H), 9,78 (s, 1H).
\vskip1.000000\baselineskip
Ia-198
p.f. = 233-235ºC
RMN-H^{1} (DMSO) \delta ppm = 1,25 (d, 6H, J = 6,9), 1,2-2,0 (m, 16H), 2,19 (m, 1H), 3,10 (m, 2H), 4,73 (m, 1H), 6,80 (d, 2H, J = 8,7), 6,98 (d, 1H, J = 7,8), 7.,45 (d, 2H, J = 8,7), 9,63 (s, 1H).
\vskip1.000000\baselineskip
Ia-199
p.f. = 185-186ºC
RMN-H^{1} (DMSO) \delta ppm = 1,22 (d, 6H, J = 6,9), 1,2-2,0 (m, 16H), 2,22 (m, 1H), 3,10 (m, 2H), 4,73 (m, 1H), 6,54 (m, 1H), 7,0-7,2 (m, 2H), 7,3 (s, 1H), 9,75 (s,1H).
\vskip1.000000\baselineskip
Ia-200
p.f. = 235-237ºC
RMN-H^{1} (DMSO) \delta ppm = 1,27 (s, 9H), 1,3-1,6 (m, 6H), 1,8-2,0 (m, 6H), 2,20 (m, 1H), 3,05 (m, 1H), 3,45 (m, 2H), 3,82 (m, 2H), 4,47 (m, 1H), 6,79 (d, 1H, J = 9,0), 6,89 (d, 2H, J = 9,0), 7,47 (d, 2H,J=9,0), 9,66 (s, 1H).
\vskip1.000000\baselineskip
Ia-201
p.f. = 300-301ºC
RMN-H^{1} (DMSO) \delta ppm = 1,15 (d, 6H, J = 6,6 Hz), 1,26-1,56 (m, 4H), 1,27 (s, 9H), 1,82-2,03 (m, 4H), 2,23 (s, 3H), 2,37 (m, 1H), 3,06 (m, 1H), 4,07 (m, 1H), 6,81 (d, 1H, J = 8,7 Hz), 7,52 (d, 1H, J = 8,4 Hz), 7,62 (d, 1H, J = 8,4 Hz), 7,68 (s, 1H), 8,09 (d, 1H, J = 7,5 Hz), 9,22 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-202
p.f. = 269-270ºC
RMN-H^{1} (DMSO) \delta ppm = 1,25-1,26 (m, 4H), 1,27 (s, 9H), 1,80-2,03 (m, 4H), 2,25 (m, 1H), 3,07 (m, 1H), 6,80 (d, 1H, J = 8,4 Hz), 7,11 (m, 1H), 7,42 (d, 1H, J = 3,6 Hz), 7,48 (m, 1H), 7,58 (d, 2H, J = 8,7 Hz), 7,64 (d, 2H, J = 8,4 Hz), 9,92 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-203
p.f. = 271-273ºC
RMN-H^{1} (DMSO) \delta ppm = 1,14-1,54 (m, 9H), 1,26 (s, 9H), 1,63-1,88 (m, 7H), 1,89-2,01 (m, 2H), 2,21 (m, 1H), 2,42 (m, 1H), 3,04 (m, 1H), 6,79 (d, 1H, J = 9,0 Hz), 7,11 (d, 2H, J = 8,4 Hz), 7,47 (d, 2H, J = 8,1 Hz), 9,70 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-204
p.f. = 250-251ºC
RMN-H^{1} (DMSO) \delta ppm = 1,22-1,39 (m, 2H), 1,22 (d, 6H, J = 6,6 Hz), 1,40-1,57 (m 2H), 1,80-2,01 (m, 4H), 2,28 (m, 1H), 2,98-3,21 (m, 2H), 7,00 (d, 1H, J = 7,8 Hz), 7,34 (s, 1H), 7,75 (d, 2H, J = 9,0 Hz), 7,91 (d, 2H, J = 8,7 Hz), 8,17 (s, 1H), 10,10 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-205
p.f. = 239-240ºC
RMN-H^{1} (DMSO) \delta ppm = 1,27 (s, 9H), 1,2-1,5 (m, 4H), 1,8-2,0 (m, 5H), 2,08 (m, 2H), 3,05 (m, 1H), 3,80 (m, 4H), 4,95 (m, 1H), 6,79 (d, 1H, J = 8,7), 6,83 (d, 2H, J = 8,7), 7,48 (d, 2H, J = 8,7), 9,66 (s, 1H).
\vskip1.000000\baselineskip
Ia-206
p.f. = 236-238ºC
RMN-H^{1} (DMSO) \delta ppm = 1,27 (s, 9H), 1,2-1,7 (m, 8H), 1,8-2,0 (m, 6H), 2,18 (m, 1H), 3,04 (m, 1H), 3,3-3,6 (m, 2H), 3,85 (m, 3H), 6,80 (d, 1H, J = 9,0), 6,84 (d, 2H, J = 9,0), 7,47 (d, 2H, J = 9,0), 9,65 (s, 1H).
\vskip1.000000\baselineskip
Ia-207
p.f. = 224-226ºC
RMN-H^{1} (DMSO) \delta ppm = 1,27 (s, 9H), 1,2-1,5 (m, 4H), 1,8-2,0 (m, 4H), 2,24 (m, 1H), 2,39 (m, 2H), 3,06 (m, 1H), 3,50 (t, 2H, J = 7,5), 3,70 (t, 2H, J = 6,3), 6,78 (d, 1H, J = 6,6), 6,83 (m, 1H), 7,25 (m, 1H), 7,27 (m, 1H), 7,54 (s,1H), 9,61 (s, 1H).
\vskip1.000000\baselineskip
Ia-208
p.f. = 275-277ºC
RMN-H^{1} (DMSO) \delta ppm = 1,27 (s, 9H), 1,3-1,5 (m, 4H), 1,8-2,0 (m, 4H), 2,22 (m, 1H), 2,38 (m, 2H), 3,07 (m, 1H), 3,47 (t, 2H, J = 6,9), 3,69 (t, 2H, J = 6,6), 6,80 (d, 1H, J = 8,7), 7,14 (d, 2H, J = 8,4), 7,58 (d, 2H, J = 8,4), 9,83 (s, 1H).
\vskip1.000000\baselineskip
Ia-209
p.f. = 214-215ºC
RMN-H^{1} (DMSO) \delta ppm = 1,26-1,56 (m, 4H), 1,27 (s, 9H), 1,80-2,03 (m, 4H), 2,25 (m, 1H), 3,06 (m, 1H), 6,59 (m, 1H), 6,81 (d, 1H, J = 8,4 Hz), 6,86 (d, 1H, J = 2,7 Hz), 7,28-7,40 (m, 2H), 7,47 (m, 1H), 7,75 (s, 1H), 8,01 (s, 1H), 9,91 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-210
p.f. = 272-275ºC
RMN-H^{1} (DMSO) \delta ppm = 1,31 (s, 9H), 6,59 (m, 1H), 6,87 (d, 1H, J = 3,3 Hz), 7,41 (d, 2H, J = 8,7 Hz), 7,68 (d, 2H, J = 8,7 Hz), 7,72 (m, 1H), 7,83 (d, 2H, J = 8,7 Hz), 7,90 (d, 2H, J = 8,7 Hz), 10,03 (ancha s, 1H), 10,22 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-211
p.f. = 251-255ºC
RMN-H^{1} (DMSO) \delta ppm = 1,31 (s, 9H), 7,36 (s, 1H), 7,41 (d, 2H, J = 8,4 Hz), 7,91 (d, 2H, J = 8,4 Hz), 7,92-8,00 (m, 4H), 8,19 (s, 1H), 10,06 (ancha s, 1H), 10,38 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-212
p.f. = 241-244ºC
RMN-H^{1} (DMSO) \delta ppm = 1,30 (s, 9H), 1,50-1,78 (m, 6H), 1,81-1,97 (m, 2H), 4,78 (m, 1H), 6,87 (d, 2H, J = 9,0 Hz), 7,38 (d, 2H, J = 8,7 Hz), 7,61 (d, 2H, J = 9,0 Hz), 7,87 (d, 2H, J = 8,7 Hz), 9,97 (ancha s, 1H), 9,99 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-213
p.f. = 283-286ºC
RMN-H^{1} (DMSO) \delta ppm = 1,31 (s, 9H), 7,12 (d-d, 1H, J = 3,6 Hz, 5,1 Hz), 7,41 (d, 2H, J = 9,0 Hz), 7,46 (m, 1H), 7,50 (d-d, 1H, J = 1,2 Hz, 5,1 Hz), 7,64 (d, 2H, J = 8,7 Hz), 7,82 (d, 2H, J = 8,7 Hz), 7,90 (d, 2H, J = 9,3 Hz), 10,03 (ancha s, 1H), 10,22 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-216
p.f. = 224-225ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,22 (d, 6H, J = 6,9), 1,2-1,5 (m, 4H), 1,8-2,0 (m, 4H), 2,45 (m, 1H), 3,12 (m, 2H), 6,99 (d, 1H, J = 8,1), 8,15 (m, 1H), 8,27 (d, 1H, J = 9,0), 8,69 (s, 1H), 10,86 (s, 1H).
\vskip1.000000\baselineskip
Ia-219
p.f. = 270-272ºC
RMN-H^{1} (DMSO) \delta ppm = 1,28 (s, 9H), 1,34-1,51 (m, 2H), 1,80-1,92 (m, 2H), 2,83-2,97 (m, 2H), 3,32 (m, 1H), 3,99-4,12 (m 2H), 6,92 (d, 1H, J = 8,7 Hz), 7,57 (d, 2H, J = 8,7 Hz), 7,68 (d, 2H, J = 9,0 Hz), 8,90 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-220
p.f. = 187-189ºC
RMN-H^{1} (DMSO) \delta ppm = 1,28 (s, 9H), 1,31-1,51 (m, 2H), 1,78-1,90 (m, 2H), 2,78-2,93 (m, 2H), 3,30 (m, 1H), 3,97-4,09 (m, 2H), 6,90 (d, 1H, J = 8,7 Hz), 7,06 (t, 2H, J = 9,0 Hz), 7,44 (d-d, 2H, J = 4,8 Hz, 9,0 Hz), 8,53 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-221
p.f. = 260-262ºC
RMN-H^{1} (DMSO) \delta ppm = 1,12-1,50 (m, 7H), 1,28 (s, 9H), 1,63-1,90 (m, 7H), 2,40 (m, 1H), 2,76-2,91 (m, 2H), 3,28 (m, 1H), 3,96-4,09 (m, 2H), 6,90 (d, 1H, J = 8,7 Hz), 7,06 (d, 2H, J = 8,4 Hz), 7,32 (d, 2H, J = 8,4 Hz), 8,40 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-222
p.f. = 265-267ºC
RMN-H^{1} (DMSO) \delta ppm = 1,23 (d, 6H, J = 6,6 Hz), 1,31-1,48 (m, 2H), 1,77-1,90 (m, 2H), 2,84-2,98 (m, 2H), 3,16 (m, 1H), 3,33 (m, 1H), 3,96-4,10 (m, 2H), 7,11 (d, 1H, J = 7,8 Hz), 7,57 (d, 2H, J = 8,7 Hz), 7,67 (d, 2H, J = 8,4 Hz), 8,90 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-223
p.f. = 183-186ºC
RMN-H^{1} (DMSO) \delta ppm = 1,23 (d, 6H, J = 6,9 Hz), 1,28-1,47 (m, 2H), 1,76-1,88 (m, 2H), 2,80-3,16 (m, 2H), 3,16 (m, 1H), 3,32 (m, 1H), 3,94-4,07 (m, 2H), 7,00-7,14 (m, 3H), 7,44 (d-d, 2H, J = 4,8 Hz, 9,0 Hz), 8,53 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-224
p.f. = 232-234ºC
RMN-H^{1} (DMSO) \delta ppm = 1,12-1,46 (m, 7H), 1,23 (d, 6H, J = 6,6 Hz), 1,63-1,87 (m, 7H), 2,40 (m, 1H), 2,78-2,93 (m, 2H), 3,15 (m,1H), 3,31 (m,1H), 3,94-4,07 (m, 2H), 7,06 (d, 2H, J = 8,4 Hz), 7,09 (d, 1H, J = 8,1 Hz), 7,32 (d, 2H, J = 8,4 Hz), 8,39 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-225
p.f. = 222-224ºC
RMN-H^{1} (DMSO) \delta ppm = 1,28 (s, 9H), 1,30-1,61 (m, 4H), 1,77-1,98 (m, 4H), 2,66-2,90 (m, 2H), 3,28 (m, 1H), 3,40-3,50 (m, 2H), 3,79-3,88 (m, 2H), 3,96-4,08 (m, 2H), 4,44 (m, 1H), 6,85 (d, 2H, J = 9,0 Hz), 6,91 (d, 1H, J = 9,0 Hz), 7,31 (d, 2H, J = 9,3 Hz), 8,34 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-226
p.f. = 194-195ºC
RMN-H^{1} (CDCl_{3}/DMSO) \delta ppm = 1,39 (d, 6H, J = 7,2 Hz), 1,66 (quintet, 2H, J = 6,8 Hz), 1,87 (quintet, 2H, J = 7,7 Hz), 2,47 (t, 2H, J = 7,5 Hz), 3,11-3,22 (m, 1H), 3,21 (t, 2H, J = 6,2 Hz), 5,00 (ancha s, 1H), 7,35-7,56 (m, 5H), 7,86 (d, 1H, J = 8,4 Hz), 8,05 (dd, 1H, J = 1,8, 8,1 Hz), 8,20 (d, 1H, J = 1,8 Hz), 9,24 (s, 1H).
\vskip1.000000\baselineskip
Ia-227
p.f. = >300ºC
RMN-H^{1} (DMSO) \delta ppm = 1,22 (d, 6H, J = 6,3 Hz), 1,20-1,40 (m, 4H), 1,74-2,10 (m, 4H), 2,20-2,40 (m, 1H), 2,39 (s, 3H), 3,00-3,30 (m, 2H), 6,25 (s, 1H), 6,99 (ancha s, 1H), 7,43-7,57 (m, 1H), 7,71 (d, 1H, J = 8,1 Hz), 7,76 (s, 1H), 10,27 (s, 1H).
\vskip1.000000\baselineskip
Ia-228
p.f. = 168-169ºC
RMN-H^{1} (DMSO) \delta ppm = 1,26 (s, 9H), 1,49 (quintet, 2H, J = 7,5 Hz), 1,64 (quintet, 2H, J = 7,4 Hz), 2,38 (t, 2H, J = 7,2 Hz), 2,40 (s, 3H), 3,04 (q, 2H, J = 6,5 Hz), 6,25 (s, 1H), 6,89 (t, 1H, J = 6,0 Hz), 7,48 (dd, 1H, J = 1,8, 8,4 Hz), 7,71 (d, 1H, J = 8,4 Hz), 7,77 (d, 1H, J = 1,8 Hz), 10,33 (s, 1H).
\vskip1.000000\baselineskip
Ia-229
p.f. = 174-175ºC
RMN-H^{1} (DMSO) \delta ppm = 1,21 (d, 6H, J = 6,6 Hz), 1,42-1,56 (m, 2H), 1,56-1,70 (m, 2H), 2,33-2,42 (m, 2H), 2,40 (s, 3H), 2,90-3,02 (m, 2H), 3,14 (septet, 1H, J = 6,5 Hz), 6,26 (s, 1H), 6,99 (ancha s, 1H), 7,48 (d, 1H, J = 8,4 Hz), 7,71 (d, 1H, J = 8,7 Hz), 7,77 (s, 1H), 10,33 (s, 1H).
\vskip1.000000\baselineskip
Ia-230
p.f. = 194-195ºC
RMN-H^{1} (DMSO) \delta ppm = 0,86 (d, 6H, J = 6,9 Hz), 1,25-1,65 (m, 4H), 1,27 (s, 9H), 1,81-2,05 (m, 5H), 2,23-2,35 (m, 1H), 2,99-3,15 (m, 1H), 3,36 (d, 2H, J = 7,2 Hz), 6,80 (d, 1H, J = 8,4 Hz), 7,80 (d, 1H, J = 8,4 Hz), 7,87 (d, 1H, J = 8,4 Hz), 8,19 (s, 1H), 10,44 (s, 1H).
\vskip1.000000\baselineskip
Ia-231
p.f. = 221-222ºC
RMN-H^{1} (DMSO) \delta ppm = 0,86 (d, 6H, J = 6,9 Hz), 1,22-1,40 (m, 2H), 1,23 (d, 6H, J = 6,9 Hz), 1,40-1,58 (m, 2H), 1,82-2,04 (m, 5H), 2,22-2,37 (m, 1H), 3,00-3,16 (m, 1H), 3,15 (septet, 1H, J = 6,6 Hz), 3,36 (d, 2H, J = 7,5 Hz), 6,99 (d, 1H, J = 7,5 Hz), 7,80 (d, 1H, J = 8,4 Hz), 7,86 (d, 1H, J = 8,4 Hz), 8,19 (s, 1H), 10,45 (s, 1H).
\newpage
Ia-232
p.f. = 196-197ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,93 (d, 6H, J = 6,6 Hz), 1,42 (s, 1H), 1,60-1,70 (m, 2H), 1,88 (quintet, 2H, J = 7,4 Hz), 2,02-2,20 (m, 1H), 2,46 (t, 2H, J = 7,7 Hz), 3,29 (q, 2H, J = 6,1 Hz), 3,48 (d, 2H, J = 7,8 Hz), 4,26 (t, 1H, J = 6,0 Hz), 7,76 (d, 1H, J = 8,1 Hz), 7,90 (dd, 1H, J = 1,8, 8,1 Hz), 8,07 (d, 1H, J = 1,5 Hz), 8,39 (s, 1H).
\vskip1.000000\baselineskip
Ia-233
p. 151-152ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 0,93 (d, 6H, J = 6,6 Hz), 1,40 (d, 6H, J = 6,6 Hz), 1,62-1,69 (m, 2H), 1,88 (quintet, 2H, J = 7,3 Hz), 2,03-2,16 (m, 1H), 2,47 (t, 2H, J = 7,5 Hz), 3,21 (septet, 1H, J = 6,8 Hz), 3,23 (q, 2H, J = 6,3 Hz), 3,48 (d, 2H, J = 7,5 Hz), 4,43 (t, 1H, J = 6,0 Hz), 7,76 (d, 1H, J = 8,4 Hz), 7,91 (dd, 1H, J = 1,8, 8,4 Hz), 8,06 (d, 1H, J =1,8 Hz), 8,36 (s, 1H).
\vskip1.000000\baselineskip
Ia-234
p.f. = 219-220ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,28 (s, 9H), 1,30-1,50 (m, 2H), 1,74-1,88 (m, 2H), 2,83 (t, 2H, J = 11,1 Hz), 3,20-3,32 (m, 1H), 3,94-4,07 (m, 2H), 5,94 (s, 2H), 6,77 (d, 1H, J = 8,8 Hz), 6,82 (dd, 1H, J = 1,8, 8,7 Hz), 6,89 (d, 1H, J = 8,7 Hz), 7,11 (d, 1H, J =1,8 Hz), 8,38 (s, 1H).
\vskip1.000000\baselineskip
Ia-235
p.f. = 280-282ºC
RMN-H^{1} (DMSO-d_{6}) \delta ppm = 1,27 (s, 9H). 1,26-1,57 (m, 4H), 1,86-2,03 (m, 4H), 2,38-2,50 (m, 1H), 3,00-3,14 (m, 1H), 6,81 (d, 1H, J = 8,4 Hz), 7,29 (t, 1H, J = 8,4 Hz), 7,43 (t, 1H, J = 7,5 Hz), 7,73 (d, 1H, J = 8,4 Hz), 7,96 (d, 1H, J = 7,5 Hz), 12,27 (s, 1H).
\vskip1.000000\baselineskip
Ia-237
p.f. = 204-205ºC
RMN-H^{1} (DMSO) \delta ppm = 1,23 (d, 6H, J = 6,6 Hz), 1,29-1,61 (m, 4H), 1,75-1,98 (m, 4H), 2,78-2,92 (m, 2H), 3,15 (m, 1H), 3,29 (m, 1H), 3,38-3,51 (m, 2H), 3,78-3,89 (m, 2H), 3,94-4,06 (m, 2H), 4,44 (m, 1H), 6,85 (d, 2H, J = 9,0 Hz), 7,10 (d, 1H, J = 7,8 Hz), 7,31 (d, 2H, J = 9,3 Hz), 8,34 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-238
p.f. = 128-130ºC
RMN-H^{1} (DMSO) \delta ppm = 1,26 (s, 9H), 1,41-1,53 (m, 2H), 1,55-1,68 (m, 2H), 2,44 (t, 2H, J = 7,2 Hz), 2,98-3,07 (m, 2H), 6,90 (t, 1H, J = 6,0 Hz), 8,16 (d-d, 1H, J = 2,1 Hz, 8,7 Hz), 8,29 (d, 1H, J = 8,7 Hz), 8,70 (m, 1H), 10,91 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-239
p.f. = 256-258ºC
RMN-H^{1} (DMSO) \delta ppm = 1,26-1,53 (m, 4H), 1,26 (s, 9H), 1,76-2,00 (m, 4H), 2,23 (s, 3H), 2,39 (m, 1H), 3,04 (m, 1H), 6,80 (d, 1H, J = 8,7 Hz), 7,57 (d-d, 1H, J = 2,4 Hz, 8,4 Hz), 7,97 (d, 1H, J = 8,4 Hz), 8,12 (m, 1H), 10,26 (ancha s, 1H).
\newpage
Ia-240
p.f. = 288-290ºC
RMN-H^{1} (DMSO) \delta ppm = 1,26-1,53 (m, 4H), 1,27 (s, 9H), 1,78-1,90 (m, 4H), 2,40 (m, 1H), 3,04 (m, 1H), 6,81 (d, 1H, J = 8,7 Hz), 7,07 (m, 1H), 7,75 (m, 1H), 8,07 (d, 1H, J = 8,4 Hz), 8,29 (m, 1H), 10,36 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-241
p.f. = 249-250ºC
RMN-H^{1} (DMSO) \delta ppm = 1,28 (s, 9H), 1,34-1,50 (m, 2H), 1,79-1,90 (m, 2H), 2,74-2,98 (m, 2H), 3,32 (m, 1H), 4,02-4,14 (m, 2H), 6,91 (d, 1H, J = 8,4 Hz), 7,94 (d, 1H, J = 9,0 Hz), 8,04 (d-d, 1H, J = 2,1 Hz, 9,0 Hz), 8,60 (s, 1H), 9,76 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-242
p.f. = 250-252ºC
RMN-H^{1} (DMSO) \delta ppm = 1,24 (s, 9H), 1,27 (s, 9H), 1,24-1,54 (m, 4H), 1,76-1,88 (m, 2H). 1,90-2,01 (m, 2H), 2,21 (m, 1H), 3,05 (m, 1H), 6,79 (d, 1H, J = 8,7 Hz), 6,88 (d, 2H, J = 9,0 Hz), 7,48 (d, 2H, J = 9,0 Hz), 9,72 (ancha s, 1H).
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136-0290
p.f. = 250-252ºC
RMN-H^{1} (DMSO) \delta ppm = 1,15 (d, 6H, J = 6,6 Hz), 1,28 (s, 9H), 1,35-1,52 (m, 2H), 1,78-1,92 (m, 2H), 2,20 (s, 3H), 2,81-2,96 (m, 2H), 3,33 (m, 1H), 3,96-4,16 (m, 3H), 6,92 (d, 1H, J = 8,7 Hz), 7,27 (d, 1H, J = 8,1 Hz), 7,60 (m, 1H), 7,66 (m, 1H), 8,06 (d, 1H, J = 7,8 Hz), 8,14 (ancha s, 1H).
\vskip1.000000\baselineskip
Ia-244
p.f. = 211-213ºC
RMN-H^{1} (DMSO) \delta ppm = 1,29 (s, 9H), 1,35-1,52 (m, 2H), 1,81-1,93 (m, 2H), 2,83-2,97 (m, 2H), 3,32 (m, 1H), 4,03-4,14 (m, 2H), 6,93 (d, 1H, J = 8,7 Hz), 7,55 (d-d, 1H, J = 2,1 Hz, 9,0 Hz), 7,94 (d, 1H, J = 9,0 Hz), 8,29 (d, 1H, J =1,8 Hz), 8,78 (ancha s, 1H), 9,19 (s, 1H).
\vskip1.000000\baselineskip
Ia-245
p.f. = 196-197ºC
RMN-H^{1} (DMSO) \delta ppm = 1,27 (s, 9H), 1,2-1,6 (m, 6H), 1,8-2,0 (m, 6H), 2,23 (m, 1H), 3,05 (m, 1H), 3,73 (m, 4H), 4,99 (s, 1H), 6,79 (d, 1H, J = 8,7), 7,13 (d, 1H, J = 6,8), 7,22 (t, 1H, J = 6,8), 7,49 (d, 1H, J = 6,8), 7,72 (s, 1H), 9,78 (s, 1H).
\vskip1.000000\baselineskip
Ia-246
p.f. = 242-244ºC
RMN-H^{1} (DMSO) \delta ppm = 1,27 (s, 9H), 1,2-1,5 (m, 4H), 1,65 (m, 4H), 1,8-2,0 (m, 4H), 2,23 (m, 1H), 2,71 (m, 1H), 3,06 (m, 1H), 3,43 (m, 2H), 3,93 (m, 2H), 6,79 (d, 1H, J = 8,7), 6,91 (d, 1H, J = 8,7), 7,20 (t, 1H, J = 7,5), 7,40 (d, 1H, J = 7,5), 7,53 (s, 1H), 9,76 (s, 1H).
\vskip1.000000\baselineskip
Ia-247
p.f. = 242-245ºC
RMN-H^{1} (DMSO) \delta ppm = 1,27 (s, 9H), 1,2-1,6 (m, 6H), 1,8-2,0 (m, 6H), 2,23 (m, 1H), 3,05 (m, 1H), 3,74 (m, 4H), 4,94 (ancha s, 1H), 6,79 (d, 1H, J = 8,7), 7,38 (d, 1H, J = 8,7), 7,52 (d, 1H, J = 8,7), 9,76 (s, 1H).
\vskip1.000000\baselineskip
Ia-248
p.f. = 272-274ºC
RMN-H^{1} (CDCl_{3}) \delta ppm = 1,27 (s, 9H), 1,2-1,5 (m, 4H), 1,62 (m, 4H), 1,8-2,0 (m, 4H), 2,22 (m, 1H), 2,68 (m, 1H), 3,05 (m, 1H), 3,41 (m, 2H), 3,92 (m, 2H), 6,79 (d, 1H, J = 9,0), 7,15 (d, 2H, J = 8,7), 7,50 (d, 2H, J = 8,7), 9,73 (s, 1H).
\vskip1.000000\baselineskip
Ia-249 p.f. = 174-176ºC
Ia-250 p.f. = 255-257ºC
Ia-252 p.f. = 249-251ºC
Ia-253 p.f. = 120-121ºC
Ia-254 p.f. = 236-237ºC
Ia-255 p.f. = 172-174ºC
Ia-256 p.f. = 257-259ºC
Ia-257 p.f. = 179-180ºC
Ia-258 p.f. = 227-229ºC
Ia-259 p.f. = 135-136ºC
\vskip1.000000\baselineskip
Ensayo 1
Afinidad con el receptor NPY-Y5
Se clona la secuencia de cDNA que codifica al receptor NPY Y5 humano (WO 96/16542) en el vector de expresión pME18S (Takebe y col., Mol. Cell. Biol. 8, 8957). Se transfecta el vector de expresión obtenido en células hospedantes CHO empleando el reactivo Lipofect AMINA (marca registrada, Gibco BRL Co., Ltd.) con arreglo a las instrucciones del fabricante para obtener células que expresan de modo estable al receptor NPY Y5.
Las membranas preparadas con las anteriores células CHO que expresan al receptor NPY Y5, el compuesto de la presente invención y 30.000 cpm fr péptido YY [I^{125}](60 pM de final concentración: Amersham) se incuban en el tampón de ensayo (tampón HEPES-Hanks 20 mM que contiene un 0,1% de albúmina de suero bovino, pH = 7,4) a 25ºC durante 2 horas y después se filtra la mezcla con un filtro de vidrio GF/C tratado con polietilenoimina. Después se lava el filtro de vidrio con tampón Tris-HCl 50 mM (pH = 7,4) y se mide la radiactividad en el filtro con un contador gamma. Se detecta la fijación no específica en presencia de 200 nM de péptido YY. Se calcula la concentración inhibidora del 50% del compuesto de ensayo contra la fijación específica del péptido YY (valor IC_{50}) (Inui, A. y col., Endocrinology 131, 2090-2096, 1992). Los resultados se recogen en las tablas 1 y 2.
Los compuestos de la presente invención inhiben la fijación del péptido YY (homólogo de NPY) sobre los receptores NPY Y5. En otras palabras, los compuestos de la presente invención presentan afinidad con el receptor NPY Y5.
\vskip1.000000\baselineskip
Ensayo 2
Actividad inhibidora de la producción de cAMP en células CHO
Después de incubar las células CHO cells que expresan al receptor NPY Y5 humano en presencia de isobutilmetilxantina 2,5 mM (SIGMA) a 37ºC durante 20 min, se añade el compuesto de la presente invención y se incuba durante 5 min. Después se añaden NPY 50 nM y forskolina 10 \muM (SIGMA) a las células y se incuban durante 30 min. Se finaliza la reacción por adición de HCl 1N, se determina la cantidad de cAMP en el líquido sobrenadante con un kit EIA (Amersham LIFE SCIENCE). Se considera la actividad inhibidora del NPY contra el cAMP estimulado con forskolina como el 100% y se calcula la concentración inhibidora del 50% (valor IC_{50}) del compuesto de la presente invención contra la actividad del NPY.
Los resultados se recogen en las tablas de 1 a 4.
TABLA 1 
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155
TABLA 2
156
TABLA 3
157
TABLA 4
158
Nota: el Ia-178 es un compuesto de esta invención
Tal como se recoge en las tablas de 1 a 4, los compuestos de la presente invención tienen actividad antagonista contra el receptor NPY Y5.
\newpage
Ensayo 3
Empleando las membranas preparadas para la expresión de las células Y1 (neuroblastoma humano, SK-N-MC) y las membranas preparadas con células de expresión de Y2 (human neuroblastoma, SMS-KAN), se efectúa el ensayo de modo similar al descrito para el ensayo 1 con el fin de determinar la afinidad con el receptor NPY Y1 y con el y NPY Y2.
Los valores de fijación IC_{50} para los receptores NPY Y1 y NPY Y2 de los compuestos I-27, I-32, I-41, I-45, I-46, I-47, I-48, I-49, I-59, I-61, I-63, I-64, I-66, I-69, I-72, I-152, I-154, I-204, I-205, I-212, Ia-3, Ia-5, Ia-6, Ia-12, Ia-16, Ia-17, Ia-20, Ia-21, Ia-22, Ia-26, Ia-28, Ia-29, Ia-30, Ia-31, Ia-32, Ia-33, Ia-37, Ia-39, Ia-40, Ia-50, Ia-51, Ia-54, Ia-62, Ia-67, Ia-124, Ia-126, Ia-139, Ia-140, Ia-142, Ia-178, Ia-199 y Ia-200 son de 100.000 nM o mayores y cada compuesto tiene selectividad para el receptor NPY Y5.
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Ejemplo de formulación 1
159
Se mezclan de modo uniforme todos los ingredientes anteriores, excepto el estearato cálcico, se tritura la mezcla, se granula y se seca para obtener gránulos de tamaño apropiado. A continuación se añade el estearato cálcico a los gránulos y se fabrican las tabletas por moldeo de compresión.
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Ejemplo de formulación 2
160
Se mezclan los ingredientes anteriores para preparar polvos o gránulos y estos se envasan en cápsulas.
\newpage
Ejemplo de formulación 3
161
Se mezclan uniformemente los ingredientes anteriores y se moldean por compresión, se tritura el material obtenido, se granula y se tamiza para obtener gránulos de un volumen adecuado.
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Aplicabilidad industrial
Tal como se demuestra en los ensayos anteriores, los compuestos de la presente invención tienen actividad antagonista del receptor NPY Y5. Por consiguiente, los compuestos de la presente invención son útiles como agentes contra la obesidad y agentes anorécticos.

Claims (3)

1. Un compuesto de la fórmula:
162
o una sal o un solvato farmacéuticamente aceptable del mismo.
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2. Una composición farmacéutica que contiene un compuesto de la fórmula:
163
o una sal o un solvato farmacéuticamente aceptable del mismo.
\vskip1.000000\baselineskip
3. Un compuesto de la fórmula:
164
o una sal o un solvato farmacéuticamente aceptable del mismo para utilizar en el tratamiento de la obesidad.
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