GB1001211A - A process for preparing steroidal compounds - Google Patents

A process for preparing steroidal compounds

Info

Publication number
GB1001211A
GB1001211A GB38164A GB38164A GB1001211A GB 1001211 A GB1001211 A GB 1001211A GB 38164 A GB38164 A GB 38164A GB 38164 A GB38164 A GB 38164A GB 1001211 A GB1001211 A GB 1001211A
Authority
GB
United Kingdom
Prior art keywords
alkali metal
methyl
steroidal
methylnaphthalene
formula
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
GB38164A
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.)
GD Searle LLC
Original Assignee
GD Searle LLC
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 GD Searle LLC filed Critical GD Searle LLC
Publication of GB1001211A publication Critical patent/GB1001211A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J21/00Normal steroids containing carbon, hydrogen, halogen or oxygen having an oxygen-containing hetero ring spiro-condensed with the cyclopenta(a)hydrophenanthrene skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J1/00Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J75/00Processes 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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

A steroidal 19 - nor - 3 - hydroxy - 1,3,5(10)-triene in which ring A has the formula: <FORM:1001211/C2/1> is obtained by contacting a steroidal 19-methyl 1,4-dien-3-one in which ring A has the formula: <FORM:1001211/C2/2> with at least two atomic equivalents of alkali metal, and a polycyclic aromatic compound capable of serving as a radical anion precursor, in the presence of an ethereal solvent, followed by acidification of the resulting steroidal alkali metal salt. As polycyclic aromatic compounds are mentioned diphenyl, naphthalene, methylnaphthalene, diphenylnaphthalene, phenanthrene, terphenyl, anthracene, acenaphthene, fluoranthene, dibenzofuran, benzophenone, and N-methyl-carbazole. As alkali metals sodium, potassium or lithium are employed. Preferably a compound that selectively reacts with the methyl alkali metal formed, is also present during the reaction with the alkali metal, e.g. diphenyl methane methylnaphthalene and homologues thereof. As ethereal solvents there may be used lower aliphatic ethers, polyalkoxyalkanes, glycol ethers, acetals and cyclic ethers.
GB38164A 1963-03-04 1964-01-03 A process for preparing steroidal compounds Expired GB1001211A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US26234263A 1963-03-04 1963-03-04

Publications (1)

Publication Number Publication Date
GB1001211A true GB1001211A (en) 1965-08-11

Family

ID=22997103

Family Applications (1)

Application Number Title Priority Date Filing Date
GB38164A Expired GB1001211A (en) 1963-03-04 1964-01-03 A process for preparing steroidal compounds

Country Status (8)

Country Link
BE (1) BE644104A (en)
BR (1) BR6457193D0 (en)
CH (1) CH497406A (en)
DE (1) DE1226099B (en)
DK (1) DK116732B (en)
GB (1) GB1001211A (en)
NL (2) NL6401085A (en)
SE (1) SE302764B (en)

Also Published As

Publication number Publication date
BR6457193D0 (en) 1973-08-28
CH497406A (en) 1970-10-15
BE644104A (en) 1964-08-20
DE1226099B (en) 1966-10-06
NL123604C (en)
NL6401085A (en) 1964-09-07
SE302764B (en) 1968-08-05
DK116732B (en) 1970-02-09

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