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GB811531A - Process for the preparation of enol esters from ketosteroid compounds - Google Patents

Process for the preparation of enol esters from ketosteroid compounds

Info

Publication number
GB811531A
GB811531A GB31911/56A GB3191156A GB811531A GB 811531 A GB811531 A GB 811531A GB 31911/56 A GB31911/56 A GB 31911/56A GB 3191156 A GB3191156 A GB 3191156A GB 811531 A GB811531 A GB 811531A
Authority
GB
United Kingdom
Prior art keywords
acetoxy
keto
prepared
pregnane
steroids
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
GB31911/56A
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.)
Organon Laboratories Ltd
Original Assignee
Organon Laboratories Ltd
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 Organon Laboratories Ltd filed Critical Organon Laboratories Ltd
Publication of GB811531A publication Critical patent/GB811531A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J5/00—Normal 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
    • 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

Enol esters of keto-steroids are prepared by esterifying keto-steroids with a carboxylic anhydride in the presence of an acylating catalyst and a ketene. The ketene may or may not correspond to the carboxylic anhydride used. Suitable acylating catalysts are hydrochloric, sulphuric, p-toluenesulphonic and perchloric acids, and sodium acetate. The preferred carboxylic anhydride is acetic anhydride. Keto-steroid reactants mentioned are 20-keto-steroids such as 3a - acetoxy - 11,20 - diketo - pregnane, 3b -acetoxy - 5,6 - dichloro - 20 - keto - pregnane, 3a - acetoxy - 20 - ketopregnane, 3b - acetoxy-20 - keto - allopregnane, cholestanone, and coprostanone. In the examples D 9(11),17-3a , 11,20 - triacetoxy - pregnadiene is prepared from 3a -acetoxy-11,20-diketo-pregnane, and D 17(20) - 3b ,20 - diacetoxy - 5,6 - dichloro - pregnene is prepared from 3b -acetoxy-5,6-dichloro-20-ketopregnane. Enol acetates of cholestanone and coprostanone may be prepared in a similar manner.
GB31911/56A 1955-10-20 1956-10-19 Process for the preparation of enol esters from ketosteroid compounds Expired GB811531A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
NL811531X 1955-10-20

Publications (1)

Publication Number Publication Date
GB811531A true GB811531A (en) 1959-04-08

Family

ID=19838703

Family Applications (1)

Application Number Title Priority Date Filing Date
GB31911/56A Expired GB811531A (en) 1955-10-20 1956-10-19 Process for the preparation of enol esters from ketosteroid compounds

Country Status (1)

Country Link
GB (1) GB811531A (en)

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