GB771152A - Preparation of cyclic ketals - Google Patents

Preparation of cyclic ketals

Info

Publication number
GB771152A
GB771152A GB1646955A GB1646955A GB771152A GB 771152 A GB771152 A GB 771152A GB 1646955 A GB1646955 A GB 1646955A GB 1646955 A GB1646955 A GB 1646955A GB 771152 A GB771152 A GB 771152A
Authority
GB
United Kingdom
Prior art keywords
pregnadiene
oate
ketal
alkyl
keto
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
GB1646955A
Inventor
Philip Franklin Beal O
John Alexander Hogg
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
Priority to GB1646955A priority Critical patent/GB771152A/en
Publication of GB771152A publication Critical patent/GB771152A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J13/00—Normal steroids containing carbon, hydrogen, halogen or oxygen having a carbon-to-carbon double bond from or to position 17
    • 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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

A 3-cyclic ketal of an alkyl 3-keto-11-(b )-hydroxy - 4,17(20) - pregnadiene - 21 - oate is obtained by reducing with sodium borohydride a 3-cyclic ketal of an alkyl 3,11-diketo-4,17(20)-pregnadiene-21-oate having the formula <FORM:0771152/IV(b)/1> wherein R is hydrogen or a lower alkyl group containing 1-8 carbon atoms inclusive, and n is one or two. The reaction may be effected in an aqueous alkali containing lower alkanol as the reaction solvent and at a reaction temperature between 35 DEG to 50 DEG C. Subsequently the 3-cyclic ketal of the alkyl 3-keto-11(b )-hydroxy-4,17(20) - pregnadiene - 21 - oate may be reduced with lithium aluminium hydride to produce the 3-cyclic ketal of 11b ,21-dihydroxy4,17(20) - pregnadiene - 3 - one. An example discloses the production of the 3-ethylene glycol ketal of methyl 3-keto-11(b )-hydroxy4,17(20) - pregnadiene - 21 - oate and of the 3-ethylene glycol ketal of 11b ,21-dihydroxy-4, 17(20) - pregnadiene - 3 - one. Other 3 - ketals are prepared in a similar manner.
GB1646955A 1955-06-08 1955-06-08 Preparation of cyclic ketals Expired GB771152A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB1646955A GB771152A (en) 1955-06-08 1955-06-08 Preparation of cyclic ketals

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1646955A GB771152A (en) 1955-06-08 1955-06-08 Preparation of cyclic ketals

Publications (1)

Publication Number Publication Date
GB771152A true GB771152A (en) 1957-03-27

Family

ID=10077898

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1646955A Expired GB771152A (en) 1955-06-08 1955-06-08 Preparation of cyclic ketals

Country Status (1)

Country Link
GB (1) GB771152A (en)

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