GB1499823A - 3,20-dione-1,4,9(11)-triene steroids - Google Patents

3,20-dione-1,4,9(11)-triene steroids

Info

Publication number
GB1499823A
GB1499823A GB3146177A GB3146177A GB1499823A GB 1499823 A GB1499823 A GB 1499823A GB 3146177 A GB3146177 A GB 3146177A GB 3146177 A GB3146177 A GB 3146177A GB 1499823 A GB1499823 A GB 1499823A
Authority
GB
United Kingdom
Prior art keywords
effected
epoxide
feb
july
vii
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
GB3146177A
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.)
Pierrel SpA
Original Assignee
Pierrel SpA
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 Pierrel SpA filed Critical Pierrel SpA
Priority to GB3146177A priority Critical patent/GB1499823A/en
Publication of GB1499823A publication Critical patent/GB1499823A/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
    • C07J5/0046Normal 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 substituted in position 17 alfa
    • C07J5/0061Normal 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 substituted in position 17 alfa substituted in position 16
    • C07J5/0069Normal 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 substituted in position 17 alfa substituted in position 16 by a saturated or unsaturated hydrocarbon group
    • C07J5/0076Normal 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 substituted in position 17 alfa substituted in position 16 by a saturated or unsaturated hydrocarbon group by an alkyl group

Landscapes

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

Abstract

1499823 2 - Bromo - 6# - fluoro - #<SP>1,4,9(11)</SP> pregnatrienes PIEFFEL SpA 6 Feb 1975 [27 Feb 1974 5 July 1974 25 July 1974 19 Nov 1974] 31461/77 31462/77 31463/77 and 31464/77- Divided out of 1499822 Heading C2U Novel steroids of the formula (wherein R 3 is H or α- or #-CH 3 ) are prepared as illustrated in the following reaction scheme wherein Ac is acetyl and MS is mesyl. The epoxidation step produces some 5#,6#-epoxide, from which the required 5α,6α-epoxide is separated by crystallization. (III) is converted to (IV) using HF; (IV)#(V) is a buffered bromination; (VI)#(VII) is effected with acetic anhydride and perchloric acid; (VII)#(VIIa) is effected using Br 2 in acetic acid containing sodium or potassium acetate; and the dehydrobromination to produce the required products is effected using a metal halide, e.g. LiCl, and Br 2 in hot DMF or other amide solvent, or an excess of Li 2 CO 3 in DMF.
GB3146177A 1975-02-06 1975-02-06 3,20-dione-1,4,9(11)-triene steroids Expired GB1499823A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3146177A GB1499823A (en) 1975-02-06 1975-02-06 3,20-dione-1,4,9(11)-triene steroids

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3146177A GB1499823A (en) 1975-02-06 1975-02-06 3,20-dione-1,4,9(11)-triene steroids

Publications (1)

Publication Number Publication Date
GB1499823A true GB1499823A (en) 1978-02-01

Family

ID=10323434

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3146177A Expired GB1499823A (en) 1975-02-06 1975-02-06 3,20-dione-1,4,9(11)-triene steroids

Country Status (1)

Country Link
GB (1) GB1499823A (en)

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Legal Events

Date Code Title Description
PS Patent sealed
48S Specification amended (sect. 8/1949)
SP Amendment (slips) printed
PCNP Patent ceased through non-payment of renewal fee