GB957221A - Novel steroid compounds and processes for their preparation - Google Patents

Novel steroid compounds and processes for their preparation

Info

Publication number
GB957221A
GB957221A GB4668863A GB4668863A GB957221A GB 957221 A GB957221 A GB 957221A GB 4668863 A GB4668863 A GB 4668863A GB 4668863 A GB4668863 A GB 4668863A GB 957221 A GB957221 A GB 957221A
Authority
GB
United Kingdom
Prior art keywords
epoxy
methyl
processes
preparation
hydroxy
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.)
Expired
Application number
GB4668863A
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.)
Sanofi Aventis France
Original Assignee
Roussel Uclaf SA
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 Roussel Uclaf SA filed Critical Roussel Uclaf SA
Publication of GB957221A publication Critical patent/GB957221A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J75/00—Processes for the preparation of steroids in general

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Steroid Compounds (AREA)

Abstract

The invention comprises 18, 20b -epoxy-11b -hydroxy-16a -methyl-15b -pregnane compounds of the formula: <FORM:0957221/C2/1> in which R1 is either a hydroxy group in the a -orientation or the oxygen atom of a keto group and processes for the preparation thereof wherein 3a -acyloxy-18, 20b -epoxy-16a -methyl-5b -pregnan-11-one of the formula: <FORM:0957221/C2/2> (wherein Ac represents the acyl radical derived from an organic carboxylic acid) is subjected to simultaneous reduction and saponification by an alkaline reducing agent to yield 3a , 11b -dihydroxy-18, 20b -epoxy-16a -methyl-5b -pregnane and further subjected to selective oxidation to yield 11b -hydroxy-18, 20b -epoxy-16a -methyl-5b -pregnan-3-one. As alkaline reducing agent there may be used potassium borohydride. Oxidation may be effected with aluminium isopropylate in toluene and cyclohexanone. Specification 903,808 also is referred to.
GB4668863A 1960-07-29 1961-07-26 Novel steroid compounds and processes for their preparation Expired GB957221A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR834359A FR1365260A (en) 1960-07-29 1960-07-29 New oxygenated steroid derivatives and method of preparation

Publications (1)

Publication Number Publication Date
GB957221A true GB957221A (en) 1964-05-06

Family

ID=8736474

Family Applications (3)

Application Number Title Priority Date Filing Date
GB4668763A Expired GB957220A (en) 1960-07-29 1961-07-26 A novel steroid compound and processes for its preparation
GB2705561A Expired GB957219A (en) 1960-07-29 1961-07-26 New steroid compounds and processes for their preparation
GB4668863A Expired GB957221A (en) 1960-07-29 1961-07-26 Novel steroid compounds and processes for their preparation

Family Applications Before (2)

Application Number Title Priority Date Filing Date
GB4668763A Expired GB957220A (en) 1960-07-29 1961-07-26 A novel steroid compound and processes for its preparation
GB2705561A Expired GB957219A (en) 1960-07-29 1961-07-26 New steroid compounds and processes for their preparation

Country Status (3)

Country Link
CH (1) CH400145A (en)
FR (1) FR1365260A (en)
GB (3) GB957220A (en)

Also Published As

Publication number Publication date
FR1365260A (en) 1964-07-03
CH400145A (en) 1965-10-15
GB957220A (en) 1964-05-06
GB957219A (en) 1964-05-06

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