GB764320A - Manufacture of compounds of the steroid series with oxygen in 11-position - Google Patents

Manufacture of compounds of the steroid series with oxygen in 11-position

Info

Publication number
GB764320A
GB764320A GB17312/54A GB1731254A GB764320A GB 764320 A GB764320 A GB 764320A GB 17312/54 A GB17312/54 A GB 17312/54A GB 1731254 A GB1731254 A GB 1731254A GB 764320 A GB764320 A GB 764320A
Authority
GB
United Kingdom
Prior art keywords
dioxo
acetoxy
oxo
steroid
manufacture
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
GB17312/54A
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.)
BASF Schweiz AG
Original Assignee
Ciba AG
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 Ciba AG filed Critical Ciba AG
Publication of GB764320A publication Critical patent/GB764320A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J9/00Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of more than two carbon atoms, e.g. cholane, cholestane, coprostane
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J75/00Processes 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 11-oxo-steroids of the ergostane, stigmastane and cholestane series and the manufacture of 14-unsubstituted-11, oxo steroids by reacting a 14-unsubstituted-7 : 11-dioxo-steroid to form a 7-mono derivative, e.g. a hydrazone, semicarbazone or oxime, and subjecting the latter to reduction with elimination of the substituent in 7-position. The said 7-mono derivative may be heated with an alkali metal hydroxide or alkoxide. Alternatively, the 7-oxo group may be removed from the 7 : 11-dioxo-steroid by conversion into a 7-mono-dithioketal group which is subsequently eliminated by desulphurization with a nickel catalyst. Examples disclose the use of D 22 : 23-3b -acetoxy - 7 : 11 - dioxo - ergostene, 3b - acetoxy - 7 : 11-dioxo - cholestane, 3a - acetoxy - 7 : 11 - dioxo - cholanic acid methyl ester, 3b : 20-diacetoxy-7 : 11 - dioxo - allopregnane, D 22 : 23 - 3b - acetoxy - 7 : 11 - dioxo - stigmastene and 3b ,17b -diacetoxy-7 : 11-dioxo-androstane as starting materials. Specification 764,318 is referred to.
GB17312/54A 1950-12-22 1951-12-20 Manufacture of compounds of the steroid series with oxygen in 11-position Expired GB764320A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH764320X 1950-12-22

Publications (1)

Publication Number Publication Date
GB764320A true GB764320A (en) 1956-12-28

Family

ID=4534921

Family Applications (1)

Application Number Title Priority Date Filing Date
GB17312/54A Expired GB764320A (en) 1950-12-22 1951-12-20 Manufacture of compounds of the steroid series with oxygen in 11-position

Country Status (1)

Country Link
GB (1) GB764320A (en)

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