CA2187522A1 - Synthese du 17.beta.-cyano-3-ethoxy-17.alpha.-hydroxy-6-methylandrosta-3,5,9(11)-triene - Google Patents

Synthese du 17.beta.-cyano-3-ethoxy-17.alpha.-hydroxy-6-methylandrosta-3,5,9(11)-triene

Info

Publication number
CA2187522A1
CA2187522A1 CA002187522A CA2187522A CA2187522A1 CA 2187522 A1 CA2187522 A1 CA 2187522A1 CA 002187522 A CA002187522 A CA 002187522A CA 2187522 A CA2187522 A CA 2187522A CA 2187522 A1 CA2187522 A1 CA 2187522A1
Authority
CA
Canada
Prior art keywords
cyano
triene
ethyl ether
methylandrosta
beta
Prior art date
Legal status (The legal status 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 status listed.)
Abandoned
Application number
CA002187522A
Other languages
English (en)
Inventor
John Gregory Reid
Therese Debiak-Krook
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Pharmacia and Upjohn Co
Original Assignee
Individual
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
Application filed by Individual filed Critical Individual
Publication of CA2187522A1 publication Critical patent/CA2187522A1/fr
Abandoned legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
    • C07J41/0033—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005
    • C07J41/0094—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 containing nitrile radicals, including thiocyanide radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J1/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J1/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
    • C07J1/0003—Androstane derivatives
    • C07J1/0011—Androstane derivatives substituted in position 17 by a keto group

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Toxicology (AREA)
  • Steroid Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

On prépare l'éther 17.beta.-cyano-3,17.alpha.-dihydroxy-6-méthylandrosta-3,5,9(11)-triène-3-éthylique (II) en faisant réagir l'éther 3-hydroxy-6-méthylandrosta-3,5,9(11)-triène-17-one 3-éthylique (I) avec du cyanure d'hydrogène à un pH dans la plage allant d'environ 7 à environ 11. Le produit est un intermédiaire utile dans la production de stéroïdes actifs du point de vue pharmacologique, en particulier de la méthylprednisolone.
CA002187522A 1994-05-09 1995-05-02 Synthese du 17.beta.-cyano-3-ethoxy-17.alpha.-hydroxy-6-methylandrosta-3,5,9(11)-triene Abandoned CA2187522A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US24003694A 1994-05-09 1994-05-09
US240,036 1994-05-09

Publications (1)

Publication Number Publication Date
CA2187522A1 true CA2187522A1 (fr) 1995-11-16

Family

ID=22904843

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002187522A Abandoned CA2187522A1 (fr) 1994-05-09 1995-05-02 Synthese du 17.beta.-cyano-3-ethoxy-17.alpha.-hydroxy-6-methylandrosta-3,5,9(11)-triene

Country Status (9)

Country Link
EP (1) EP0759928A1 (fr)
JP (1) JPH10500946A (fr)
KR (1) KR970702873A (fr)
CN (1) CN1147816A (fr)
AU (1) AU684946B2 (fr)
CA (1) CA2187522A1 (fr)
HU (1) HUT75517A (fr)
MX (1) MX9605428A (fr)
WO (1) WO1995030684A1 (fr)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112898365B (zh) * 2021-03-08 2023-02-28 营口德瑞化工有限公司 一种17β-氰基-17α-羟基雄甾-4-烯-3-酮的合成方法

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2468617A1 (fr) * 1979-10-26 1981-05-08 Roussel Uclaf Nouveaux derives acetyleniques chlores de l'androst-4-ene leur procede de preparation, et leur application a titre de medicament et les compositions pharmaceutiques les renfermant
DE3585547D1 (de) * 1984-02-03 1992-04-16 Upjohn Co Steroide mit einer enamid- oder enimidgruppe sowie ihre herstellung.
DE3427486A1 (de) * 1984-07-23 1986-01-30 Schering AG, Berlin und Bergkamen, 1000 Berlin Verfahren zur herstellung von 6(alpha)-methylsteroiden
DE3434448A1 (de) * 1984-09-17 1986-03-27 Schering AG, 1000 Berlin und 4709 Bergkamen Verfahren zur herstellung von pregnan-derivaten
DD281394A5 (de) * 1984-12-10 1990-08-08 Jenapharm Veb Verfahren zur herstellung von steroid-c-17 alpha-carbonitrilen
KR960010793B1 (ko) * 1986-10-10 1996-08-08 루쎌 위클라프 소시에떼 아노님 9-알파-히드록시 스테로이드 및 그의 제조방법
CA1317283C (fr) * 1986-11-05 1993-05-04 Douglas Alan Livingston Ethers du 17-silyle steroidiens et procedes de transformation en corticoides et en progesterones

Also Published As

Publication number Publication date
AU684946B2 (en) 1998-01-08
JPH10500946A (ja) 1998-01-27
CN1147816A (zh) 1997-04-16
HU9603110D0 (en) 1997-01-28
AU2362895A (en) 1995-11-29
HUT75517A (en) 1997-05-28
WO1995030684A1 (fr) 1995-11-16
EP0759928A1 (fr) 1997-03-05
MX9605428A (es) 1997-12-31
KR970702873A (ko) 1997-06-10

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Legal Events

Date Code Title Description
FZDE Dead