GB1003086A - Novel steroid compounds and their preparation - Google Patents

Novel steroid compounds and their preparation

Info

Publication number
GB1003086A
GB1003086A GB2877164A GB2877164A GB1003086A GB 1003086 A GB1003086 A GB 1003086A GB 2877164 A GB2877164 A GB 2877164A GB 2877164 A GB2877164 A GB 2877164A GB 1003086 A GB1003086 A GB 1003086A
Authority
GB
United Kingdom
Prior art keywords
methyl
gon
seco
acyloxy
propyl
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
GB2877164A
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 GB1003086A publication Critical patent/GB1003086A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J5/00—Normal 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J1/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
    • 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 17b -acyloxy-13b -n-propyl - 4,5 - seco - gon - 5 - one derivatives of the general formula <FORM:1003086/C2/1> in which Ac represents the acyl group derived from an organic carboxylic acid; R represents a cyclic ketal grouping and a double bond lies either between the 9(10)-positions, or between the 9(11)-positions and a methyl group is present in the b -orientation of the 10-position, or alternatively R represents the oxygen atom = O of a keto group and a double bond lies between the 9(11)-positions and a methyl group is present in the 10b -position and processes for the preparation thereof wherein a 17b -acyloxy-13b -n - propyl - 4,5 - seco - gon - 9 - ene - 3,5 - dione is ketalized to form the corresponding 3-cyclic ketal derivative, treating the 3-cyclic ketal derivative thus obtained with a methylating agent in the presence of an enolizing agent to form the corresponding 3-cyclic ketal of 17b -acyloxy - 10b - methyl - 13b - n - propyl - 4,5 - seco - gon - 9(11) - ene - 3,5 - dione which is subjected to acid hydrolysis to liberate the 3-ketal group. Ketalization may be effected with methyl-ethyl dioxolan in the presence of an inert solvent and methylation with methyl iodide in toluene. Specification 979,892 also is referred to.
GB2877164A 1961-03-01 1962-02-28 Novel steroid compounds and their preparation Expired GB1003086A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR854250A FR1366728A (en) 1961-03-01 1961-03-01 New gonan derivatives and their preparation process

Publications (1)

Publication Number Publication Date
GB1003086A true GB1003086A (en) 1965-09-02

Family

ID=8749899

Family Applications (2)

Application Number Title Priority Date Filing Date
GB790062A Expired GB1003085A (en) 1961-03-01 1962-02-28 Process for the preparation of 10ª‰-methyl steroids
GB2877164A Expired GB1003086A (en) 1961-03-01 1962-02-28 Novel steroid compounds and their preparation

Family Applications Before (1)

Application Number Title Priority Date Filing Date
GB790062A Expired GB1003085A (en) 1961-03-01 1962-02-28 Process for the preparation of 10ª‰-methyl steroids

Country Status (6)

Country Link
BE (1) BE614522A (en)
BR (1) BR6236810D0 (en)
CH (1) CH406200A (en)
ES (1) ES275012A1 (en)
FR (1) FR1366728A (en)
GB (2) GB1003085A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU630772B2 (en) * 1990-01-03 1992-11-05 Technion Research & Development Foundation Ltd. R-enantiomers of n-propargyl-1-aminoindan compounds, their preparation and pharmaceutical compositions containing them

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU630772B2 (en) * 1990-01-03 1992-11-05 Technion Research & Development Foundation Ltd. R-enantiomers of n-propargyl-1-aminoindan compounds, their preparation and pharmaceutical compositions containing them

Also Published As

Publication number Publication date
FR1366728A (en) 1964-07-17
BE614522A (en) 1962-08-28
CH406200A (en) 1966-01-31
ES275012A1 (en) 1962-05-01
BR6236810D0 (en) 1973-05-24
GB1003085A (en) 1965-09-02

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