GB924251A - 16ªÍ-methyl-17ªÍ-hydroxy-compounds of the allopregnane series and process for their manufacture - Google Patents

16ªÍ-methyl-17ªÍ-hydroxy-compounds of the allopregnane series and process for their manufacture

Info

Publication number
GB924251A
GB924251A GB2298359A GB2298359A GB924251A GB 924251 A GB924251 A GB 924251A GB 2298359 A GB2298359 A GB 2298359A GB 2298359 A GB2298359 A GB 2298359A GB 924251 A GB924251 A GB 924251A
Authority
GB
United Kingdom
Prior art keywords
methyl
hydroxy
manufacture
acid
group
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
GB2298359A
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.)
BASF Schweiz AG
Original Assignee
Ciba AG
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
Priority claimed from CH6771058A external-priority patent/CH382735A/en
Priority claimed from CH7132759A external-priority patent/CH401961A/en
Application filed by Ciba AG filed Critical Ciba AG
Publication of GB924251A publication Critical patent/GB924251A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J7/00Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms
    • 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
    • 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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention comprises a compound of the general formula: <FORM:0924251/IV(a)/1> in which R1 and R2 each represents an oxo group, or a hydrogen atom together with a free or esterified hydroxyl group and a process for the manufacture of a 3-oxygenated-16a -methyl-17a -hydroxy-20-ketone of the allopregnane series wherein a 17(20)-16a -methyl-3,20-diacyloxy-allopregnene is subjected in an inert solvent to the action of an organic peracid at a temperature between 0 DEG C. and 40 DEG C. for more than 10 hours, the resulting 17,20-oxido 20-acylate is subjected to alkaline hydrolysis, and, if desired, a free 3-hydroxyl group is oxidised to the oxo group. As organic peracid there may be used perbenzoic acid, monoperphthalic acid or peracetic acid. Oxidation of the 3-hydroxy group may be effected with an N-bromocarboxylic acid amide or imide. Specifications 924,252 and 924,254 are referred to.
GB2298359A 1958-07-04 1959-07-03 16ªÍ-methyl-17ªÍ-hydroxy-compounds of the allopregnane series and process for their manufacture Expired GB924251A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
CH6138258 1958-07-04
CH6771058A CH382735A (en) 1958-12-24 1958-12-24 Process for the preparation of 16a-methyl-17a-hydroxy compounds of the allopregnan series
CH7132759A CH401961A (en) 1959-03-26 1959-03-26 Process for the preparation of 16a-methyl-allopregnan-17a, 21-diol-3,20-diones esterified in the 21-position

Publications (1)

Publication Number Publication Date
GB924251A true GB924251A (en) 1963-04-24

Family

ID=27178492

Family Applications (2)

Application Number Title Priority Date Filing Date
GB2298359A Expired GB924251A (en) 1958-07-04 1959-07-03 16ªÍ-methyl-17ªÍ-hydroxy-compounds of the allopregnane series and process for their manufacture
GB2298459A Expired GB924252A (en) 1958-07-04 1959-07-03 16ª -methyl-allopregnanes substituted in the 21-position and process for their manufacture

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB2298459A Expired GB924252A (en) 1958-07-04 1959-07-03 16ª -methyl-allopregnanes substituted in the 21-position and process for their manufacture

Country Status (1)

Country Link
GB (2) GB924251A (en)

Also Published As

Publication number Publication date
GB924252A (en) 1963-04-24

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