GB991474A - Novel steroid compounds and their preparation - Google Patents

Novel steroid compounds and their preparation

Info

Publication number
GB991474A
GB991474A GB2953764A GB2953764A GB991474A GB 991474 A GB991474 A GB 991474A GB 2953764 A GB2953764 A GB 2953764A GB 2953764 A GB2953764 A GB 2953764A GB 991474 A GB991474 A GB 991474A
Authority
GB
United Kingdom
Prior art keywords
aroyloxy
pregn
acyloxy
dione
ene
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
GB2953764A
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 GB991474A publication Critical patent/GB991474A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J5/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond
    • 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 the 20-aroyloxy-pregnan-11-one compounds having the general formula <FORM:0991474/C2/1> in which OR represents an aroyloxy group and R1 is a free or esterified hydroxy group and R2 is a hydrogen atom or a free or ketalized oxygen atom of a keto group and the D 5 and D 3,5 derivatives thereof and processes for the preparation thereof in which a 20b -aroyloxy-pregn - 4 - ene - 3,11 - dione of the general formula <FORM:0991474/C2/2> in enol form is esterified a 3-position by reaction with an acylating agent to form the corresponding 3 - acyloxy - 20b - aroyloxy - pregna-3,5 - dien - 11 - one, the latter is reduced and simultaneously saponified to form the corresponding 20b - aroyloxy - 3b - hydroxy - pregn-5-en-11-one, the latter is re-esterified at 3-position to form the corresponding 3b -acyloxy-20b - aroyloxy - pregn - 5 - ene - 11 - one, the latter is reacted with an oxidizing agent to form the corresponding 3b -acyloxy-20b -aroyloxy - pregn - 5 - ene - 7,11 - dione, the latter is catalytically hydrogenated to form the corresponding 3b -acyloxy-20b -aroyloxy-5a -pregnane-7,11-dione, the latter is subjected to alcoholysis in the 3-position to form the corresponding 20b - aroyloxy - 3 - hydroxy - 5a -pregnane-7,11-dione and the latter is subjected to ketalization to form the corresponding 7-ketal thereof. In the above reaction scheme reduction and saponification may be effected with sodium borohydride and oxidation with chromic ester in carbon tetrachloride.
GB2953764A 1961-03-14 1962-03-14 Novel steroid compounds and their preparation Expired GB991474A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR855565A FR1315722A (en) 1961-03-14 1961-03-14 New steroid derivatives and their preparation process

Publications (1)

Publication Number Publication Date
GB991474A true GB991474A (en) 1965-05-12

Family

ID=8750808

Family Applications (2)

Application Number Title Priority Date Filing Date
GB2953764A Expired GB991474A (en) 1961-03-14 1962-03-14 Novel steroid compounds and their preparation
GB2953864A Expired GB991475A (en) 1961-03-14 1962-03-14 Novel steroid compounds and processes for their production

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB2953864A Expired GB991475A (en) 1961-03-14 1962-03-14 Novel steroid compounds and processes for their production

Country Status (2)

Country Link
FR (1) FR1315722A (en)
GB (2) GB991474A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2746704B1 (en) * 1996-03-29 1998-05-22 Fimor SCRAPING HEAD, ESPECIALLY FOR SCREEN PRINTING

Also Published As

Publication number Publication date
GB991475A (en) 1965-05-12
FR1315722A (en) 1963-01-25

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