MX9700662A - Procedimiento para la preparacion estereoselectivade un enantiomero de alcohol hetero-biciclico. - Google Patents
Procedimiento para la preparacion estereoselectivade un enantiomero de alcohol hetero-biciclico.Info
- Publication number
- MX9700662A MX9700662A MX9700662A MX9700662A MX9700662A MX 9700662 A MX9700662 A MX 9700662A MX 9700662 A MX9700662 A MX 9700662A MX 9700662 A MX9700662 A MX 9700662A MX 9700662 A MX9700662 A MX 9700662A
- Authority
- MX
- Mexico
- Prior art keywords
- group
- alkyl
- compound
- enantiomere
- formula
- Prior art date
Links
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 230000000707 stereoselective effect Effects 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 4
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 3
- 125000004429 atom Chemical group 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 238000010511 deprotection reaction Methods 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 239000000543 intermediate Substances 0.000 abstract 2
- 230000001012 protector Effects 0.000 abstract 2
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 238000007363 ring formation reaction Methods 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
- C07D317/62—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to atoms of the carbocyclic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C201/00—Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
- C07C201/06—Preparation of nitro compounds
- C07C201/08—Preparation of nitro compounds by substitution of hydrogen atoms by nitro groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C201/00—Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
- C07C201/06—Preparation of nitro compounds
- C07C201/12—Preparation of nitro compounds by reactions not involving the formation of nitro groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/16—Preparation of ethers by reaction of esters of mineral or organic acids with hydroxy or O-metal groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/28—Preparation of carboxylic acid esters by modifying the hydroxylic moiety of the ester, such modification not being an introduction of an ester group
- C07C67/287—Preparation of carboxylic acid esters by modifying the hydroxylic moiety of the ester, such modification not being an introduction of an ester group by introduction of halogen; by substitution of halogen atoms by other halogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D265/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
- C07D265/28—1,4-Oxazines; Hydrogenated 1,4-oxazines
- C07D265/34—1,4-Oxazines; Hydrogenated 1,4-oxazines condensed with carbocyclic rings
- C07D265/36—1,4-Oxazines; Hydrogenated 1,4-oxazines condensed with carbocyclic rings condensed with one six-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D319/10—1,4-Dioxanes; Hydrogenated 1,4-dioxanes
- C07D319/14—1,4-Dioxanes; Hydrogenated 1,4-dioxanes condensed with carbocyclic rings or ring systems
- C07D319/16—1,4-Dioxanes; Hydrogenated 1,4-dioxanes condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D319/20—1,4-Dioxanes; Hydrogenated 1,4-dioxanes condensed with carbocyclic rings or ring systems condensed with one six-membered ring with substituents attached to the hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D327/00—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms
- C07D327/02—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms one oxygen atom and one sulfur atom
- C07D327/06—Six-membered rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Pyrane Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
- Epoxy Compounds (AREA)
Abstract
La invencion se refiere a un método para la preparacion estereoselectiva de un enantiomero de alcohol hetero-bícilico, caracterizado además porque un enantiomero sustancialmente puro de la formula general: (Ver Formula); en donde X es O, S, NH o N- (alquilo de C1-C4); Y1 y Y2 son cada una independientemente hidrogeno o sustituyentes seleccionados de halogeno, alquilo de C1-C4; alcoxilo de C1-C4, haloalquilo de C1-C4, formilo, nitro y ciano; el átomo C* tiene ya sea la configuracion R o S; es preparado de un compuesto de la formula general (Ver Formula); en donde: R1 es hidrogeno o un grupo protector adecuado y R2 es hidrogeno, o en donde R1 y R2 juntos forman un puente de metileno opcionalmente mono- o di- alquilo C1-C3 sustituido por medio de los siguientes pasos de reaccion sucesivos (i) reaccion con un compuesto de la formula general (Ver Formula); en donde Z es un grupo hidroxilo o un grupo de partida adecuado; R3 es un grupo protector hidroxilo; R4 es un átomo de halogeno, o en donde R3 y R4 juntos constituyen una union de valencia o un biradical de la formula -C(R11)2-O-, en donde R11 es un grupo alquilo de C1-C4 recto o ramificado; el átomo C* tiene ya sea la configuracion R o 5; (ii) sujecion del compuesto formado a una reaccion de desproteccion/cierre de anillo; (iii) desproteccion opcional del grupo hidroxilo del producto de anillo cerrado; la invencion además se refiere a intermedios enantiomeros puros, a la preparacion de estos intermedios y a la preparacion de un compuesto de partida.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP96200169 | 1996-01-25 | ||
| EP96200169.9 | 1996-01-25 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| MX9700662A true MX9700662A (es) | 1998-06-28 |
| MXPA97000662A MXPA97000662A (es) | 1998-10-30 |
Family
ID=
Also Published As
| Publication number | Publication date |
|---|---|
| CN1160714A (zh) | 1997-10-01 |
| AU701883B2 (en) | 1999-02-11 |
| RU2185379C2 (ru) | 2002-07-20 |
| DK0786459T3 (da) | 2003-01-06 |
| KR970059172A (ko) | 1997-08-12 |
| EP0786459A1 (en) | 1997-07-30 |
| CA2195724C (en) | 2006-05-16 |
| NO970281D0 (no) | 1997-01-22 |
| CA2195724A1 (en) | 1997-07-26 |
| HK1000698A1 (en) | 2002-12-13 |
| NO315515B1 (no) | 2003-09-15 |
| ES2177891T3 (es) | 2002-12-16 |
| US5948909A (en) | 1999-09-07 |
| ATE222902T1 (de) | 2002-09-15 |
| UA58483C2 (uk) | 2003-08-15 |
| CZ20697A3 (en) | 1997-08-13 |
| CN1139586C (zh) | 2004-02-25 |
| DE69714875D1 (de) | 2002-10-02 |
| NO970281L (no) | 1997-07-28 |
| HU9700200D0 (en) | 1997-03-28 |
| NZ314103A (en) | 1997-12-19 |
| IL120055A0 (en) | 1997-04-15 |
| HUP9700200A3 (en) | 1999-03-01 |
| HUP9700200A2 (hu) | 1998-12-28 |
| SK9997A3 (en) | 1997-08-06 |
| DE69714875T2 (de) | 2003-04-30 |
| TW363059B (en) | 1999-07-01 |
| EP0786459B1 (en) | 2002-08-28 |
| IL120055A (en) | 2000-08-31 |
| KR100429320B1 (ko) | 2005-09-26 |
| JPH09216878A (ja) | 1997-08-19 |
| AU1001897A (en) | 1997-07-31 |
| PT786459E (pt) | 2003-01-31 |
| ZA97530B (en) | 1997-07-25 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DK0641333T3 (da) | Fremgangsmåde til fremstilling af mellemprodukter, som er anvendelige ved syntese af retrovirus- protease-inhibitorer | |
| TW359670B (en) | Process for producing quinazolin-4-one derivatives | |
| HUP9603389A2 (hu) | Eljárás 2-acil-amino-alkohol-származékok előállítására és köztitermékeik | |
| TW200738667A (en) | Preparation method for dioxan-2-ylalkylcarbamate derivatives and intermediate thereof | |
| KR850003719A (ko) | 시아노피라졸 제초제에 대한 개량 | |
| DK0787124T3 (da) | Fremgangsmåde til fremstilling af substituerede 3-aminobenzonitriler | |
| DE60235365D1 (de) | Verfahren zur herstellung von 7-amino-syn-3,5-dihydroxyheptansäurederivaten und zwischenverbindungen diesesverfahrens und deren herestellung | |
| ATE214070T1 (de) | Galanthaminderivate und verfahren zu deren herstellung | |
| DK0664287T3 (da) | Vitamin D-forbindelser og fremgangsmåde til fremstilling af disse | |
| ATE208381T1 (de) | Verfahren zur herstellung von taxol und seiner derivate | |
| MX9700662A (es) | Procedimiento para la preparacion estereoselectivade un enantiomero de alcohol hetero-biciclico. | |
| EP0245902A3 (en) | Benzothiazinone derivatives | |
| HUP0204444A2 (en) | Phenyl- and pyridyl-tetrahydro-pyridines, process for their preparation and pharmaceutical compositions containing them | |
| HUP0000783A2 (hu) | N-(piridinil-amino)-izoindolinok és származékaik, eljárás előállításukra, e vegyületeket tartalmazó gyógyszerkészítmények és alkalmazásuk | |
| ATE30718T1 (de) | Herstellung von 1-benzyl azetidin-3-ol und von dem entsprechenden halid acid. | |
| ATE202350T1 (de) | Verfahren zur herstellung von sulfonylharnstoffderivaten | |
| DE69911646D1 (de) | Verfahren zur herstellung von 1-aminomethylcyclohexanessigsäure | |
| ATE139767T1 (de) | Verfahren zur herstellung 5-pyrazolomerkaptan- derivate und dessen zwischenprodukte | |
| HUP9901985A2 (hu) | Eljárás 3-fenil-1-[(metilén-dioxi)-fenil]-2-indánkarbonsav- és ciklopentapiridin-származékok, és intermedierjeik előállítására, valamint új intermedierjeik | |
| HUP0000298A2 (hu) | Eljárás aril-béta-diketon-, aril-pirimidin-keton-származékok és növényvédőszerek közbenső termékeinek előállítására | |
| ATE39688T1 (de) | Verfahren zur herstellung von aminotriazinonderivaten. | |
| CA2196510A1 (en) | Process for Producing Dioxoquinazolines | |
| DK1056769T3 (da) | 15-methyl-cyclopropanosteroider og fremgangsmåde til deres fremstilling | |
| HUP9801592A2 (hu) | Eljárás szubsztituált aril-uracil-vegyületek előállítására | |
| EP1104424A4 (en) | PROCESS FOR THE SYNTHESIS OF CARBAPENEM INTERMEDIATES AND COMPOUNDS PRODUCED |