GB729610A - Oxido-steroids - Google Patents

Oxido-steroids

Info

Publication number
GB729610A
GB729610A GB7657/53A GB765753A GB729610A GB 729610 A GB729610 A GB 729610A GB 7657/53 A GB7657/53 A GB 7657/53A GB 765753 A GB765753 A GB 765753A GB 729610 A GB729610 A GB 729610A
Authority
GB
United Kingdom
Prior art keywords
acyloxyethylene
acyloxy
oxido
etiocholanes
etiocholane
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
GB7657/53A
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.)
Pharmacia and Upjohn Co
Original Assignee
Upjohn Co
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 Upjohn Co filed Critical Upjohn Co
Publication of GB729610A publication Critical patent/GB729610A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J3/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by one carbon atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J1/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
    • 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

The invention comprises 3-acyloxy-16(17)-oxido - 17 - (1 - acyloxy ethylene) - etiocholanes, and 3 - acyloxy - 16 - (17) - oxido - 17-(1-acyloxyethyleneoxide)etiocholanes, and the preparation thereof by reacting a 3-acyloxy-17-(1 - acyloxyethylene) - 16 - etiocholene with an organic peracid at a temperature between about -40 DEG C. and 40 DEG C. Below room temperature high yields of the 17-(1-acyloxyethylene)-etiocholanes are obtained while at room temperature an excess of peracid produces 17-(1-acyloxyethylene oxide)-etiocholanes. The reaction may be effected by means of perbenzoic or peracetic acid in a solvent, e.g. methylene chloride, benzene, toluene, chloroform and acetic acid. The acyl radical in the 3 position may contain up to eight carbon atoms. Examples disclose the preparation of allo and normal 3 - acetoxy - 16(17) - oxido - 17 - (1-acyloxyethylene) - etiocholane, of 3 - acetoxy-16(17) - oxido - 17 - (1 - acyloxyethylene oxide) etiocholane, and of 3 - propionyloxy - 16(17)-oxido - 17 - (1 - acetoxyethylene) - etiocholane. 3 - Acyloxy - 17 - 1 - (acyloxyethylene) - 16-etiocholenes are obtained by reacting normal or allo-3a - or 3b -hydroxy or acyloxy-16-pregnene-20 - ones with isopropenyl acylate in the presence of an acid catalyst.
GB7657/53A 1952-03-21 1953-03-19 Oxido-steroids Expired GB729610A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US729610XA 1952-03-21 1952-03-21

Publications (1)

Publication Number Publication Date
GB729610A true GB729610A (en) 1955-05-11

Family

ID=22110834

Family Applications (1)

Application Number Title Priority Date Filing Date
GB7657/53A Expired GB729610A (en) 1952-03-21 1953-03-19 Oxido-steroids

Country Status (1)

Country Link
GB (1) GB729610A (en)

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