GB980253A - Process for the manufacture of 18-substituted steroids - Google Patents

Process for the manufacture of 18-substituted steroids

Info

Publication number
GB980253A
GB980253A GB2616261A GB2616261A GB980253A GB 980253 A GB980253 A GB 980253A GB 2616261 A GB2616261 A GB 2616261A GB 2616261 A GB2616261 A GB 2616261A GB 980253 A GB980253 A GB 980253A
Authority
GB
United Kingdom
Prior art keywords
oxo
group
cyano
compound
aminomethyl
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
GB2616261A
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 CH827860A external-priority patent/CH364295A/en
Application filed by Ciba AG filed Critical Ciba AG
Publication of GB980253A publication Critical patent/GB980253A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
    • C07J41/0033—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005
    • C07J41/005—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 the 17-beta position being substituted by an uninterrupted chain of only two carbon atoms, e.g. pregnane derivatives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
    • C07J41/0033—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005
    • C07J41/0094—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 containing nitrile radicals, including thiocyanide radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J7/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms
    • C07J7/0005—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21
    • C07J7/001—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21 substituted in position 20 by a keto group
    • C07J7/0015—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21 substituted in position 20 by a keto group not substituted in position 17 alfa
    • C07J7/002—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21 substituted in position 20 by a keto group not substituted in position 17 alfa not substituted in position 16

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Toxicology (AREA)
  • Steroid Compounds (AREA)

Abstract

980,253. Steroids. CIBA Ltd. July 19, 1961 [July 19, 1960; June 2, 1961; June 14, 1961,] No. 26162/61. Heading C2U. The invention comprises saturated and unsaturated 18-cyano-20-oxo-, 18-aminomethyl- 20-oxo-, or 18-methylene - 20 - oxo - pregnane compounds or alkylene ketals thereof and processes for the preparation thereof by treating an 18-unsubstituted-20-hydroxy-20- cyano compound of the pregnane series with a compound containing positive monovalent iodine, e.g. N - iodoacetamide, N - iodosuccinimide, iodocyan, t-butylhypoiodite and acyl hypoiodite, and, if desired, in the resulting 18-cyano-20-oxo-pregnane compound any ketalized oxo group or esterified hydroxyl group that may be present is hydrolysed or a free oxo group is ketalized, if desired, the 18-cyano group is reduced to an 18-aminomethyl group and, if desired, the 18-aminomethyl group is quaternized and converted to a methylene group by Hoffmann's method. Reaction is preferably effected with the iodine compound between 50-150‹ C. under visible or U.V. irradiation. Reduction may be effected with lithium aluminium hydride.
GB2616261A 1960-07-19 1961-07-19 Process for the manufacture of 18-substituted steroids Expired GB980253A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
CH827860A CH364295A (en) 1959-07-21 1960-07-19 Time switch
CH648361 1961-06-02
CH697861 1961-06-14

Publications (1)

Publication Number Publication Date
GB980253A true GB980253A (en) 1965-01-13

Family

ID=31191537

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2616261A Expired GB980253A (en) 1960-07-19 1961-07-19 Process for the manufacture of 18-substituted steroids

Country Status (1)

Country Link
GB (1) GB980253A (en)

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