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GB914738A - Improvements in or relating to processes for the production of compounds useful in steroid synthesis - Google Patents

Improvements in or relating to processes for the production of compounds useful in steroid synthesis

Info

Publication number
GB914738A
GB914738A GB244661A GB244661A GB914738A GB 914738 A GB914738 A GB 914738A GB 244661 A GB244661 A GB 244661A GB 244661 A GB244661 A GB 244661A GB 914738 A GB914738 A GB 914738A
Authority
GB
United Kingdom
Prior art keywords
alkyl
compounds
alkenyl
androst
seco
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
GB244661A
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 GB914738A publication Critical patent/GB914738A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J1/00Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
    • 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 4,5-seco-19-nor-androst-9(11)-ene-3,5-dione compounds of the general formula:- <FORM:0914738/IV (b)/1> and the corresponding 3-monoketals, particularly the 3-ethylene ketal, in which R represents an alkyl group or an alkenyl group of from one to six carbon atoms and Ac represents an acyl radical, also the 3-monoketals of 17b -acyloxy-4,5-seco-19-nor-androst-9-ene-5-one, and processes for the preparation (a) of compounds of the above general formula by protecting the 3-ketone group of a 17b -acyloxy - 4,5 - seco - 19 - nor-androst-9-ene-3,5-dione, reacting the product with an alkyl or alkenyl halide and subsequently liberating the 3-keto group, and (b) of 9(11)-dehydro-testosterone or its 10b -alkyl or alkenyl homologues by simultaneously cyclizing and saponifying said compounds of the above general formula by subjecting them to the action of an alkali metal base. Detailed examples illustrate the invention, and a synthesis of cortisone and its 10b -alkyl and alkenyl analogues from the new compounds is outlined. Specifications 914,732 and 914,733 are referred to.
GB244661A 1960-01-22 1961-01-20 Improvements in or relating to processes for the production of compounds useful in steroid synthesis Expired GB914738A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR816401A FR1255101A (en) 1960-01-22 1960-01-22 Process for alkylating intermediates in the synthesis of 10-alkyl 19-nor steroids

Publications (1)

Publication Number Publication Date
GB914738A true GB914738A (en) 1963-01-02

Family

ID=8724179

Family Applications (1)

Application Number Title Priority Date Filing Date
GB244661A Expired GB914738A (en) 1960-01-22 1961-01-20 Improvements in or relating to processes for the production of compounds useful in steroid synthesis

Country Status (4)

Country Link
BE (1) BE599341A (en)
CH (1) CH394195A (en)
FR (1) FR1255101A (en)
GB (1) GB914738A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4158012A (en) * 1978-06-19 1979-06-12 Syntex (U.S.A.) Inc. Steroid synthesis process using mixed anhydride

Also Published As

Publication number Publication date
BE599341A (en) 1961-07-20
CH394195A (en) 1965-06-30
FR1255101A (en) 1961-03-03

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