AR034113A1 - Un metodo para preparar un precursor del anillo a de la vitamina d, un precursor del anillo a de la vitamina d, y compuestos intermediarios - Google Patents

Un metodo para preparar un precursor del anillo a de la vitamina d, un precursor del anillo a de la vitamina d, y compuestos intermediarios

Info

Publication number
AR034113A1
AR034113A1 ARP000106426A ARP000106426A AR034113A1 AR 034113 A1 AR034113 A1 AR 034113A1 AR P000106426 A ARP000106426 A AR P000106426A AR P000106426 A ARP000106426 A AR P000106426A AR 034113 A1 AR034113 A1 AR 034113A1
Authority
AR
Argentina
Prior art keywords
alkyl
vitamin
hydrogen
formula
precursor
Prior art date
Application number
ARP000106426A
Other languages
English (en)
Inventor
Jean-Claude Pascal
Philippe Maillos
Clercq Pierre De
Maurits Vandewalle
Original Assignee
Theramex
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from EP99403065A external-priority patent/EP1106618A1/en
Application filed by Theramex filed Critical Theramex
Publication of AR034113A1 publication Critical patent/AR034113A1/es

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/013—Esters of alcohols having the esterified hydroxy group bound to a carbon atom of a ring other than a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/36—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal
    • C07C29/38—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal by reaction with aldehydes or ketones
    • C07C29/40—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal by reaction with aldehydes or ketones with compounds containing carbon-to-metal bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
    • C07C69/78—Benzoic acid esters
    • 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
    • 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
    • C07F7/1872—Preparation; Treatments not provided for in C07F7/20
    • C07F7/1892—Preparation; Treatments not provided for in C07F7/20 by reactions not provided for in C07F7/1876 - C07F7/1888
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2602/00—Systems containing two condensed rings
    • C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
    • C07C2602/14—All rings being cycloaliphatic
    • C07C2602/18—All rings being cycloaliphatic the ring system containing six carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2602/00—Systems containing two condensed rings
    • C07C2602/36—Systems containing two condensed rings the rings having more than two atoms in common
    • C07C2602/40—Systems containing two condensed rings the rings having more than two atoms in common the bicyclo ring system containing six carbon atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)

Abstract

Un método para preparar un precursor del anillo A de la vitamina D, teniendo dicho precursor la fórmula (1), donde: A es un grupo -CH2OH, -CH2-OCOR', -COR'', -CSR'' o etinilo; R es hidrógeno o alquilo C1-6; R1 es hidrógeno, alquilo C1-6 o un grupo -(CH2)n-OP; R2 es hidrógeno o un grupo -OP; R' es alquilo C1-6 o fenilo; R'' es hidrógeno, hidroxilo, alquilo C1-6, alcoxi C1-6, alquiltio C1-6, o dialquilamino C1-3; P es hidrógeno; alcanoilo C1-6; benzoilo en el que el fenilo está opcionalmente sustituido por alquilo C1-4, halógeno o nitro; alcoxicarbonilo C1-6; un grupo Si(R3)3 donde cada R3 representa independientemente alquilo C1-6 o fenilo; un mono- o di-alcoxi C1-6-alquilo C1-6; tetrahidrofuranilo; o tetrahidropiranilo; n es 0, 1, 2, 3 ó 4. Método que comprende los pasos de: (i) hacer reaccionar un compuesto de fórmula (2) donde A es alcoxicarbonilo C1-6 o dialquilamino carbonilo C1-3 y R es como se define previamente, con una lipasa en vinilalcanoato o un anhídrido ácido; y (ii) convertir el compuesto resultante de fórmula (3) ó (4) donde Z es alquilo, preferentemente alquilo C1-3, al compuesto correspondiente de fórmula (1). Un precursor del anillo A de la vitamina D, caracterizado porque dicho precursor tiene la fórmula (1) donde A, R, R1 y R2 tienen los significados dados anteriormente, con la condición que cuando la configuración del compuesto (1) es 2S, 3aS, 4aS, A es formilo, hidroximetilo, etinilo o metoxicarbonilo y tanto R como R2 son hidrógeno, R1 no es un grupo -OSi(R3)3. También se describen intermediarios para la preparación de los precursores de fórmula (1).
ARP000106426A 1999-12-08 2000-12-05 Un metodo para preparar un precursor del anillo a de la vitamina d, un precursor del anillo a de la vitamina d, y compuestos intermediarios AR034113A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP99403065A EP1106618A1 (en) 1999-12-08 1999-12-08 Precursors of the A-ring of vitamin D, and method and intermediates for the preparation thereof

Publications (1)

Publication Number Publication Date
AR034113A1 true AR034113A1 (es) 2004-02-04

Family

ID=42331606

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP000106426A AR034113A1 (es) 1999-12-08 2000-12-05 Un metodo para preparar un precursor del anillo a de la vitamina d, un precursor del anillo a de la vitamina d, y compuestos intermediarios

Country Status (4)

Country Link
JP (1) JP4970682B2 (es)
KR (1) KR100732271B1 (es)
AR (1) AR034113A1 (es)
IL (1) IL150089A (es)

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2166898C (en) 1993-07-09 2004-09-07 Roger Bouillon Novel structural analogues of vitamin d

Also Published As

Publication number Publication date
KR100732271B1 (ko) 2007-06-25
JP2003535816A (ja) 2003-12-02
JP4970682B2 (ja) 2012-07-11
IL150089A (en) 2006-04-10
KR20020061632A (ko) 2002-07-24

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