GB1138460A - Steroid compounds - Google Patents

Steroid compounds

Info

Publication number
GB1138460A
GB1138460A GB2338766A GB2338766A GB1138460A GB 1138460 A GB1138460 A GB 1138460A GB 2338766 A GB2338766 A GB 2338766A GB 2338766 A GB2338766 A GB 2338766A GB 1138460 A GB1138460 A GB 1138460A
Authority
GB
United Kingdom
Prior art keywords
alkyl
give
gona
alkoxy
ones
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
GB2338766A
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.)
Merck and Co Inc
Original Assignee
Merck and Co 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 Merck and Co Inc filed Critical Merck and Co Inc
Publication of GB1138460A publication Critical patent/GB1138460A/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
    • 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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Steroid Compounds (AREA)

Abstract

1,138,460. 13#-(C 2-5 alkyl)-gonane compounds. MERCK & CO. Inc. 25 May, 1966 [1 June, 1965], No. 23387/66. Heading C2U. [Also in Division A5] Novel steroids of the formulµ (wherein R 1 is ethyl, isopropyl, n-butyl, isobutyl, n-pentyl, or isopentyl; and R 2 is C 1-5 alkyl) are prepared by ethynylating a 3-alkoxy- 13# - alkyl - gona - 1,3,5(10) - trien - 17 - one to give the corresponding 17α-ethynyl-17#-ol, converting this to the 17-acetate, brominating this with N-bromoacetamide to give the 17α-dibromocacetyl-17#-acetoxy compound, debrominating this with zinc dust and an aliphatic acid to give the 17α-acetyl-17#-acetoxy compound, reducing this with lithium or sodium in liquid ammonia to give compound VI, treating this with methanolic HCl to give compound VII, and oxidizing this to compound VIII. 3 - Alkoxy - 13# - alkyl - gona - 1,3,5(10) - trien- 17-ones are prepared by catalytically hydrogenating 3 - alkoxy - 13# - alkyl - gona - 1,3,5(10),8,14 - pentaen - 17 - ones to give 3 - alkoxy - 13# - alkyl - gona - 1,3,5(10),8 - tetraen- 17-ones, treating these with methanolic HCl to give 3 - alkoxy - 13# - alkyl - gona - 1,3,5(10), 9(11) - tetraen-17-ones and catalytically hydrogenating these. Reference has been directed by the Comptroller to Specification 1,084,164.
GB2338766A 1965-06-01 1966-05-25 Steroid compounds Expired GB1138460A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US46050465A 1965-06-01 1965-06-01

Publications (1)

Publication Number Publication Date
GB1138460A true GB1138460A (en) 1969-01-01

Family

ID=23828976

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2338766A Expired GB1138460A (en) 1965-06-01 1966-05-25 Steroid compounds

Country Status (5)

Country Link
BR (1) BR6680057D0 (en)
CH (1) CH473106A (en)
DE (1) DE1593030A1 (en)
GB (1) GB1138460A (en)
NL (1) NL6607588A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2444047A1 (en) * 1978-12-13 1980-07-11 Roussel Uclaf NOVEL 2,2-DIMETHYL 19-NOR STEROIDS DERIVATIVES, PROCESS FOR THEIR PREPARATION AND THEIR APPLICATION AS MEDICAMENTS

Also Published As

Publication number Publication date
NL6607588A (en) 1966-12-02
CH473106A (en) 1969-05-31
BR6680057D0 (en) 1973-12-26
DE1593030A1 (en) 1970-07-23

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