GB587885A - Steroid keto hydroxy acids and their polybasic acid esters and method of preparing same - Google Patents

Steroid keto hydroxy acids and their polybasic acid esters and method of preparing same

Info

Publication number
GB587885A
GB587885A GB16613/43A GB1661343A GB587885A GB 587885 A GB587885 A GB 587885A GB 16613/43 A GB16613/43 A GB 16613/43A GB 1661343 A GB1661343 A GB 1661343A GB 587885 A GB587885 A GB 587885A
Authority
GB
United Kingdom
Prior art keywords
acid
oxidized
saponified
desoxycholic
succinate
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
GB16613/43A
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 Sharp and Dohme Corp
Original Assignee
Schering Corp
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 Schering Corp filed Critical Schering Corp
Publication of GB587885A publication Critical patent/GB587885A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J9/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of more than two carbon atoms, e.g. cholane, cholestane, coprostane
    • 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

12-Keto-steroid carboxylic acids are prepared by reacting a 3 : 12-dihydroxy substituted in the cholanic acid or a lower homologue thereof, with an anhydride or an acid chloride of a dibasic carboxylic acid, and oxidizing the partial ester so formed. If desired, the half ester may finally be saponified by treatment with alkali. The preferred dicarboxylic acids are succinic and phthalic acids. In examples: (1) Desoxycholic acid is treated with succinic acid in pyridine solution to give the 3-acid succinate which is then oxidized with cold aqueous chromic acid. Alternatively, the oxidation may be carried out with nitric acid. (2) The 3-acid succinate of nor-desoxycholic acid is prepared as in example (1) and oxidized with cold aqueous chromic acid, and finally saponified with aqueous alkali. (3) The 3-acid succinate of bisnor-desoxycholic acid is prepared in example (1) and is oxidized and saponified as in example (2). (4) Etio-desoxycholic acid is converted into its acid succinate, oxidized and saponified as in example (2). The Specification as open to inspection under Sect. 91 includes also the use as a starting material of any 3 : 12-dihydroxy-steroid compound substituted in the 17-position by a carboxylic acid group or a hydrocarbon chain terminated by a carboxylic acid group. This subject-matter does not appear in the Specification as accepted.
GB16613/43A 1942-09-26 1943-10-11 Steroid keto hydroxy acids and their polybasic acid esters and method of preparing same Expired GB587885A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US587885XA 1942-09-26 1942-09-26

Publications (1)

Publication Number Publication Date
GB587885A true GB587885A (en) 1947-05-12

Family

ID=22018927

Family Applications (1)

Application Number Title Priority Date Filing Date
GB16613/43A Expired GB587885A (en) 1942-09-26 1943-10-11 Steroid keto hydroxy acids and their polybasic acid esters and method of preparing same

Country Status (1)

Country Link
GB (1) GB587885A (en)

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