GB1269531A - Improvements in or relating to gem-difluoro steroid derivatives - Google Patents

Improvements in or relating to gem-difluoro steroid derivatives

Info

Publication number
GB1269531A
GB1269531A GB1509169A GB1509169A GB1269531A GB 1269531 A GB1269531 A GB 1269531A GB 1509169 A GB1509169 A GB 1509169A GB 1509169 A GB1509169 A GB 1509169A GB 1269531 A GB1269531 A GB 1269531A
Authority
GB
United Kingdom
Prior art keywords
alkyl
group
aryl
steroids
esterified
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
GB1509169A
Inventor
John Hans Fried
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.)
Roche Palo Alto LLC
Original Assignee
Roche Palo Alto LLC
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 Roche Palo Alto LLC filed Critical Roche Palo Alto LLC
Priority to GB1509169A priority Critical patent/GB1269531A/en
Publication of GB1269531A publication Critical patent/GB1269531A/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
    • 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

1,269,531. 6,6-Difluoro steroids. SYNTEX CORP. 21 March, 1969, No. 15091/69. Addition to 1,248,938. Heading C2U. The invention comprises compounds of formula wherein R<SP>1</SP> is F or Cl; R<SP>2</SP> is H or a free, esterified or etherified hydroxy group; R<SP>3</SP> is H, OH or Me, with the proviso that R<SP>3</SP> is Me when R<SP>1</SP> is F and R<SP>2</SP> is H or a free or esterified hydroxy group; or R<SP>2</SP> and R<SP>3</SP> together represent the group wherein R<SP>4</SP> and <SP>R6</SP> each represent H, C 1-6 alkyl, C 1-6 haloalkyl, C 3-6 cycloalkyl (C 3-6 cycloalkyl)- (C 1-6 alkyl), " aryl," " aryl "-(C 1-6 alkyl), monocyclic heterocyclyl or (monocyclic heterocyclyl)- (C 1-6 alkyl), or R<SP>4</SP> and R<SP>5</SP> together with the intervening carbon atom represent an optionally esterified or salified (C 2-8 carboxyalkylidene) group, or a monocyclic cycloalkylidene or monocyclic heterocyclic ylidene group; and Z is a single or double carbon-carbon bond. The term " aryl " signifies phenyl optionally substituted with 1-3 F, Cl, OH, C 1-6 alkyl, C 1-6 alkoxy or acylamino groups. Any heterocyclic radicals have 5 or 6 ring atoms including 1 or 2 O, N or S atoms. Preparation of the above is from the corresponding #<SP>4</SP> - 6(α or #) - monofluoro steroids by enol etherification to 3 - alkoxy - #<SP>3,5</SP> - 6 - fluoro steroids which are then treated with perchloryl fluoride to yield the #<SP>4</SP> inventive compounds which may then be dehydrogenated. The compounds of Formula I are said to possess progestational activity, and may be made up with carriers into pharmaceutical compositions for oral and parenteral administration.
GB1509169A 1969-03-21 1969-03-21 Improvements in or relating to gem-difluoro steroid derivatives Expired GB1269531A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB1509169A GB1269531A (en) 1969-03-21 1969-03-21 Improvements in or relating to gem-difluoro steroid derivatives

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1509169A GB1269531A (en) 1969-03-21 1969-03-21 Improvements in or relating to gem-difluoro steroid derivatives

Publications (1)

Publication Number Publication Date
GB1269531A true GB1269531A (en) 1972-04-06

Family

ID=10052872

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1509169A Expired GB1269531A (en) 1969-03-21 1969-03-21 Improvements in or relating to gem-difluoro steroid derivatives

Country Status (1)

Country Link
GB (1) GB1269531A (en)

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