GB946036A - Alkylthio steroids and processes for their manufacture - Google Patents

Alkylthio steroids and processes for their manufacture

Info

Publication number
GB946036A
GB946036A GB4103/62A GB410362A GB946036A GB 946036 A GB946036 A GB 946036A GB 4103/62 A GB4103/62 A GB 4103/62A GB 410362 A GB410362 A GB 410362A GB 946036 A GB946036 A GB 946036A
Authority
GB
United Kingdom
Prior art keywords
steroids
dehydrogenating
represents hydrogen
general formula
dehydro
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
GB4103/62A
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 KGaA
Original Assignee
E Merck AG
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 E Merck AG filed Critical E Merck AG
Publication of GB946036A publication Critical patent/GB946036A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J31/00Normal steroids containing one or more sulfur atoms not belonging to a hetero ring
    • 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)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Steroid Compounds (AREA)

Abstract

The invention comprises steroids of the general formula: <FORM:0946036/C2/1> wherein R1 represents hydrogen or acyl, R2 represents hydrogen or methyl, R3 represents C1 to C5 alkyl, X represents H,H; H,b -OH or =O, Y represents hydrogen or fluorine, Z represents H,H or =CH2, and R2, X, Y and Z do not simultaneously represent hydrogen, and the corresponding 1,2-dehydro compounds, and the preparation thereof by reacting steroids of the general formula: <FORM:0946036/C2/2> wherein R1, R2, X, Y and Z have the above significance, with the required alkyl mercaptan, optionally dehydrogenating the product either chemically or microbiologically to form the 1,2-dehydro-steroids and, if desired, saponifying the 17-ester group or esterifying the 17-hydroxy group in the D 4- or D 1,4-product obtained. Suitable chemical dehydrogenating reagents are selenium dioxide and 2,3-dichloro-5,6-dicyanobenzoquinone, and suitable dehydrogenating micro-organisms are Bacillus sphaericus var. fusiformis, Corynebacterium simplex and Fusarium solani. The esterification may be carried out with carboxylic acids including halo-, amino-and alkylamino-substituted carboxylic acids and dicarboxylic acids, and with phosphoric and sulphuric acids.
GB4103/62A 1961-02-02 1962-02-02 Alkylthio steroids and processes for their manufacture Expired GB946036A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEM47896A DE1225638B (en) 1961-02-02 1961-02-02 Process for the preparation of 7alpha-alkylthio-17alpha-methyl-testosterones

Publications (1)

Publication Number Publication Date
GB946036A true GB946036A (en) 1964-01-08

Family

ID=7306055

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4103/62A Expired GB946036A (en) 1961-02-02 1962-02-02 Alkylthio steroids and processes for their manufacture

Country Status (4)

Country Link
CH (1) CH410932A (en)
DE (1) DE1225638B (en)
FR (1) FR1772M (en)
GB (1) GB946036A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5030100B1 (en) * 1967-01-21 1975-09-29

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2908694A (en) * 1959-04-06 1959-10-13 American Cyanamid Co 7-substituted thio-4-androstenes

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5030100B1 (en) * 1967-01-21 1975-09-29

Also Published As

Publication number Publication date
CH410932A (en) 1966-04-15
FR1772M (en) 1963-04-16
DE1225638B (en) 1966-09-29

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