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GB1004666A - Steroid compounds - Google Patents

Steroid compounds

Info

Publication number
GB1004666A
GB1004666A GB3623962A GB3623962A GB1004666A GB 1004666 A GB1004666 A GB 1004666A GB 3623962 A GB3623962 A GB 3623962A GB 3623962 A GB3623962 A GB 3623962A GB 1004666 A GB1004666 A GB 1004666A
Authority
GB
United Kingdom
Prior art keywords
acylate
reacting
carbon atoms
iodine
product
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
GB3623962A
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.)
General Mills Inc
Original Assignee
General Mills Inc
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 General Mills Inc filed Critical General Mills Inc
Publication of GB1004666A publication Critical patent/GB1004666A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J5/00Normal 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
    • 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 compounds having the formulae <FORM:1004666/C2/1> <FORM:1004666/C2/2> <FORM:1004666/C2/3> where Alk is an alkyl group having 1-8 carbon atoms, X is iodine or bromine, Ac and Ac1 are acyl groups having 1-12 carbon atoms, R11 1-12 carbon atoms, and a process comprising (a) reacting 6b ,16a -dimethylpregnane-3b ,5a ,17a -triol-20-one 5-acetate with a solution of iodine to form the 21-iodo compound; (b) reacting the 21-iodo compound with an acylate salt to form the 21-acylate, (c) reacting the product of (b) with an oxidising agent to convert the 3-alcohol function to a 3-ketone function, and (d) heating the product of (c) to eliminate the 5a -acetoxyl group. As acylate salt there may be used trimethylammonium acylate and as oxidising agent, chromium trioxide may be employed. Elimination of the 5a -acetoxyl group may be effected under reflux in an alcoholic solution of strong acid. Specification 967,005 is referred to.
GB3623962A 1961-09-29 1962-09-24 Steroid compounds Expired GB1004666A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US14157661A 1961-09-29 1961-09-29

Publications (1)

Publication Number Publication Date
GB1004666A true GB1004666A (en) 1965-09-15

Family

ID=22496281

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3623962A Expired GB1004666A (en) 1961-09-29 1962-09-24 Steroid compounds

Country Status (2)

Country Link
CH (1) CH433281A (en)
GB (1) GB1004666A (en)

Also Published As

Publication number Publication date
CH433281A (en) 1967-04-15

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