GB1324381A - 9alpha-methyl steroids - Google Patents

9alpha-methyl steroids

Info

Publication number
GB1324381A
GB1324381A GB3387570A GB3387570A GB1324381A GB 1324381 A GB1324381 A GB 1324381A GB 3387570 A GB3387570 A GB 3387570A GB 3387570 A GB3387570 A GB 3387570A GB 1324381 A GB1324381 A GB 1324381A
Authority
GB
United Kingdom
Prior art keywords
compounds
formula
oxo
prepared
july
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
GB3387570A
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.)
Sandoz AG
Original Assignee
Sandoz 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
Application filed by Sandoz AG filed Critical Sandoz AG
Priority to GB5960870A priority Critical patent/GB1324490A/en
Publication of GB1324381A publication Critical patent/GB1324381A/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

Landscapes

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

Abstract

1324381 9α-Methylsteroids SANDOZ Ltd 13 July 1970 [23 July 1969 8 Aug 1969] 33875/70 Heading C2U The invention comprises compounds of formula (wherein R 1 is H, Me or Et and R 2 is C 1-4 alkyl), and their preparation by cleavage of the corresponding 17,17-ethylenedioxy compounds which in turn may be prepared by reductive 11-deoxygenation of the corresponding 11-oxo compounds (for which see Specification 1,324,490). Compounds of formula are prepared from compounds of Formula VIII by the successive steps of (i) ethylidenation, e.g. with ethylidenetriphenylphosphorane, (ii) hydration of the 17-ethylidene group, e.g. by reaction with borane and then H 2 O 2 , and (iii) Birch reduction. Compounds of formula are prepared from compounds of Formula Va either in a single stage by acidic oxidation, or in two or three stages via intermediates of the group: #<SP>4</SP> - 3 - oxo - 20 - hydroxy, #<SP>5(10)</SP> - 3 - oxo- 20 - hydroxy, #<SP>2,5(10)</SP> - 3 - alkoxy - 20 - oxo, and #<SP>5(10)</SP>-3,20-dioxo. Compounds of Formula I are said to possess progestational activity.
GB3387570A 1969-07-23 1970-07-13 9alpha-methyl steroids Expired GB1324381A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB5960870A GB1324490A (en) 1969-07-23 1970-07-13 9alpha methyl steroids

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US84418369A 1969-07-23 1969-07-23
US84870569A 1969-08-08 1969-08-08

Publications (1)

Publication Number Publication Date
GB1324381A true GB1324381A (en) 1973-07-25

Family

ID=27126485

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3387570A Expired GB1324381A (en) 1969-07-23 1970-07-13 9alpha-methyl steroids

Country Status (8)

Country Link
JP (3) JPS4815289B1 (en)
BE (1) BE753779A (en)
CA (1) CA958699A (en)
CH (1) CH531488A (en)
DE (1) DE2035879A1 (en)
FR (1) FR2059547B1 (en)
GB (1) GB1324381A (en)
NL (1) NL7010326A (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3711521A (en) * 1970-08-10 1973-01-16 Sandoz Ag 17alpha-hydroxy and acyloxy substituted-9alpha-methyl-19-norprogesterones
JPS5134916A (en) * 1974-09-19 1976-03-25 Nippon Sheet Glass Co Ltd ITAGARASUSENJOSUIKYUSHUSOCHI
JPS539088U (en) * 1976-07-08 1978-01-25
JPS5362160U (en) * 1976-10-29 1978-05-26

Also Published As

Publication number Publication date
DE2035879A1 (en) 1971-02-18
NL7010326A (en) 1971-01-26
JPS4925269B1 (en) 1974-06-28
BE753779A (en) 1971-01-22
FR2059547B1 (en) 1973-07-13
CA958699A (en) 1974-12-03
JPS4939258B1 (en) 1974-10-24
JPS4815289B1 (en) 1973-05-14
FR2059547A1 (en) 1971-06-04
CH531488A (en) 1972-12-15

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Legal Events

Date Code Title Description
PS Patent sealed
PLNP Patent lapsed through nonpayment of renewal fees