GB948207A - Process for the preparation of unsaturated keto-steroids - Google Patents

Process for the preparation of unsaturated keto-steroids

Info

Publication number
GB948207A
GB948207A GB4104861A GB4104861A GB948207A GB 948207 A GB948207 A GB 948207A GB 4104861 A GB4104861 A GB 4104861A GB 4104861 A GB4104861 A GB 4104861A GB 948207 A GB948207 A GB 948207A
Authority
GB
United Kingdom
Prior art keywords
acetate
keto
preparation
pregnene
diketo
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
GB4104861A
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.)
Organon Laboratories Ltd
Original Assignee
Organon Laboratories Ltd
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 Organon Laboratories Ltd filed Critical Organon Laboratories Ltd
Publication of GB948207A publication Critical patent/GB948207A/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)
  • Steroid Compounds (AREA)

Abstract

Keto steroids having a bromine atom in at least one of the a -positions relative to the keto group are dehydrobrominated by reaction with aragonite in the presence of an organic solvent and, optionally, an alkali metal halide. The process may be used for the preparation of D 1-, D 4- or D 1,4-3-keto steroids from the corresponding 2- and/or 4-bromo compounds. If an 11a -sulphonyloxy group is present in the starting material a D 9(11)-double bond is also formed. Examples describe the preparation of D 1,4-3-keto-17b -hydroxy-androstadiene hexahydrobenzoate and acetate; D 1- 3, 11, 20-triketo-17a -, 21-dihydroxy -5a - pregnene 21-acetate; D 1,4,9(11)-3, 20-diketo-17a , 21-dihydrox -16a -methyl-pregnatriene 21-acetate; D 1,4-3, 17-diketo-androstadiene;prednisone 21-acetate; D 1-2-bromo-3, 11, 20-triketo-17a , 21-dihydroxy-5a -pregnene 21-acetate; 3a -acetoxy- 11, 20-diketo D 16-pregnene; and 3a -hydroxy-12-keto-D 9(11)-choleric acid methyl ester 3a -benzoate. Specification 832,244 is referred to.
GB4104861A 1960-11-23 1961-11-16 Process for the preparation of unsaturated keto-steroids Expired GB948207A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
NL258296 1960-11-23

Publications (1)

Publication Number Publication Date
GB948207A true GB948207A (en) 1964-01-29

Family

ID=19752718

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4104861A Expired GB948207A (en) 1960-11-23 1961-11-16 Process for the preparation of unsaturated keto-steroids

Country Status (5)

Country Link
BE (1) BE610504A (en)
CH (1) CH444149A (en)
DK (1) DK114266B (en)
GB (1) GB948207A (en)
SE (1) SE301639B (en)

Also Published As

Publication number Publication date
CH444149A (en) 1967-09-30
SE301639B (en) 1968-06-17
BE610504A (en) 1962-03-16
DK114266B (en) 1969-06-16

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