GB759616A - Improvements in or relating to the preparation of steroid compounds - Google Patents

Improvements in or relating to the preparation of steroid compounds

Info

Publication number
GB759616A
GB759616A GB2384653A GB2384653A GB759616A GB 759616 A GB759616 A GB 759616A GB 2384653 A GB2384653 A GB 2384653A GB 2384653 A GB2384653 A GB 2384653A GB 759616 A GB759616 A GB 759616A
Authority
GB
United Kingdom
Prior art keywords
preparation
acetic acid
compounds
acid
spirostane
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
GB2384653A
Inventor
Joseph Elks
Leonard James Wyman
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.)
GNRD Patent Holdings Ltd
Original Assignee
GNRD Patent Holdings Ltd
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 GNRD Patent Holdings Ltd filed Critical GNRD Patent Holdings Ltd
Priority to GB2384653A priority Critical patent/GB759616A/en
Publication of GB759616A publication Critical patent/GB759616A/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 compounds of the formula <FORM:0759616/IV(a)/1> (where R is a hydroxyl group or an esterified hydroxyl group, and X is bromine), the preparation thereof and of compounds in which X is hydrogen by oxidizing the corresponding 11b -hydroxy compounds (preferably with chromium trioxide), and the preparation of 11-oxotigogenin and its 3-esters by dehalogenating the products so obtainable (e.g. by heating with zinc and a liquid aliphatic acid such as acetic acid). The oxidation may be effected at 0-130 DEG C. in a single-liquid phase system (e.g. by using chromic acid in acetic acid, preferably with the addition of a buffer such as sodium acetate, or in pyridine) or in a two-liquid phase system (e.g. by treating a solution of the chlorhydrin in benzene with a solution of chromic acid in aqueous acetic acid). Examples describe the oxidation of 3b -acetoxy-23-bromo-12a -chloro-11b -hydroxy-5a -22a-spirostane to the corresponding 11-oxo compound, and the conversion of the product to 3b -acetoxy-11-oxo-5a -22a-spirostane. Specification 759,615 is referred to.
GB2384653A 1953-08-28 1953-08-28 Improvements in or relating to the preparation of steroid compounds Expired GB759616A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2384653A GB759616A (en) 1953-08-28 1953-08-28 Improvements in or relating to the preparation of steroid compounds

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2384653A GB759616A (en) 1953-08-28 1953-08-28 Improvements in or relating to the preparation of steroid compounds

Publications (1)

Publication Number Publication Date
GB759616A true GB759616A (en) 1956-10-24

Family

ID=10202258

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2384653A Expired GB759616A (en) 1953-08-28 1953-08-28 Improvements in or relating to the preparation of steroid compounds

Country Status (1)

Country Link
GB (1) GB759616A (en)

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