GB1135903A - 17-‡-haloalkynyl-17-ß-tetrahydropyranyloxy-steroids - Google Patents

17-‡-haloalkynyl-17-ß-tetrahydropyranyloxy-steroids

Info

Publication number
GB1135903A
GB1135903A GB3202764A GB3202764A GB1135903A GB 1135903 A GB1135903 A GB 1135903A GB 3202764 A GB3202764 A GB 3202764A GB 3202764 A GB3202764 A GB 3202764A GB 1135903 A GB1135903 A GB 1135903A
Authority
GB
United Kingdom
Prior art keywords
steroids
tetrahydropyranyloxy
reaction
alkyl
alkylenedioxy
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
GB3202764A
Inventor
Arthur Eugene Oberster
Roger Eldon Beyler
Lewis Hastings Sarett
Thomas Seth Bry
John 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.)
Merck and Co Inc
Original Assignee
Merck and Co Inc
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 Merck and Co Inc filed Critical Merck and Co Inc
Priority to GB3202764A priority Critical patent/GB1135903A/en
Publication of GB1135903A publication Critical patent/GB1135903A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J17/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, having an oxygen-containing hetero ring not condensed with the cyclopenta(a)hydrophenanthrene skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J75/00—Processes 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

1,135,903. 17α - haloethynyl - 17# - tetrahydropyranyloxy - steroids. MERCK & CO. Inc. 4 Nov., 1965 [6 Aug., 1964], No. 32027/64. Heading C2U. Novel steroids of the formula (I) (wherein X is a halogen; OTHP is a tetrahydropyranyloxy radical; R is is C 1-4 alkyl; and Z is alkylenedioxy, alkoxy or pyrrolidino; the 3(4) position being saturated when Z is alkylenedioxy and doubly bonded when Z is alkoxy or pyrrolidino) are prepared by halogenation of the corresponding 17α-ethynyl steroids by reaction with a base and a positive halogen (the starting materials being prepared by reacting the corresponding 13-C 1-4 alkyl-17α- ethynyl - 17# - hydroxy - gona - 4,9 - dien - 3 - ones with an alkylene glycol or a dioxolane, or with an alkyl orthoformate, or with pyrrolidine, and then with dihydropyran) and are converted to steroids of the Formula (II) by hydrolysis. The halogenation is preferably effected by reaction with an alkali metal in liquid ammonia and then with an N-haloacylimide, or by reaction with an alkali metal amide and a sulphonyl halide.
GB3202764A 1964-08-06 1964-08-06 17-‡-haloalkynyl-17-ß-tetrahydropyranyloxy-steroids Expired GB1135903A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3202764A GB1135903A (en) 1964-08-06 1964-08-06 17-‡-haloalkynyl-17-ß-tetrahydropyranyloxy-steroids

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3202764A GB1135903A (en) 1964-08-06 1964-08-06 17-‡-haloalkynyl-17-ß-tetrahydropyranyloxy-steroids

Publications (1)

Publication Number Publication Date
GB1135903A true GB1135903A (en) 1968-12-11

Family

ID=10331966

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3202764A Expired GB1135903A (en) 1964-08-06 1964-08-06 17-‡-haloalkynyl-17-ß-tetrahydropyranyloxy-steroids

Country Status (1)

Country Link
GB (1) GB1135903A (en)

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