GB969904A - 11ª‰-and 14ª‡-hydroxylated 16ª‡-methyl steroids and process for their manufacture - Google Patents

11ª‰-and 14ª‡-hydroxylated 16ª‡-methyl steroids and process for their manufacture

Info

Publication number
GB969904A
GB969904A GB1266461A GB1266461A GB969904A GB 969904 A GB969904 A GB 969904A GB 1266461 A GB1266461 A GB 1266461A GB 1266461 A GB1266461 A GB 1266461A GB 969904 A GB969904 A GB 969904A
Authority
GB
United Kingdom
Prior art keywords
methyl
hydroxylated
compound
pregnene
dione
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
GB1266461A
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.)
Bayer Pharma AG
Original Assignee
Schering 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
Priority claimed from DESCH27885A external-priority patent/DE1226575B/en
Priority claimed from DESCH28457A external-priority patent/DE1147226B/en
Priority claimed from DESCH29168A external-priority patent/DE1150074B/en
Application filed by Schering AG filed Critical Schering AG
Publication of GB969904A publication Critical patent/GB969904A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P33/00—Preparation of steroids
    • C12P33/06—Hydroxylating
    • C12P33/08—Hydroxylating at 11 position
    • 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
    • C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J75/00—Processes for the preparation of steroids in general
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P33/00—Preparation of steroids
    • C12P33/06—Hydroxylating

Abstract

The invention comprises 16a -methyl-corticosterone, 16a -methyl-11b , 17a -hydroxyprogesterone, 16a -methyl-4-pregnene-14a , 17a , 21-triol-3, 20-dione and 16a -methyl-4-pregnene-14a -17a , 21-triol-3, 20-dione-21-acetate and the corresponding 1, 4-pregnadienes, 16a -methyl-4-pregnene-14a , 21-diol-3, 20-dione and the 21-acetate thereof, a process for the manufacture of 11b -hydroxylated 16a -methyl-steroids, wherein a compound of the pregnane series containing a methyl group in 16a -position is subjected to the action of Curuularialunata, or an enzyme produced therefrom, and a process of subjecting a compound of the general formula: <FORM:0969904/C1/1> in which R is hydrogen, a hydroxyl group or an acyloxy group and the bond in 1,2-position may be saturated or unsaturated, to the action of a microorganism, or an enzyme produced therefrom of the genus Curvularia or Helicostylum to obtain a compound of the general formula <FORM:0969904/C1/2> in which R is hydrogen or a hydroxyl group, and the carbon-carbon bond in 1,2-position may be saturated or unsaturated. The compounds in which the bond in 1,2-position is saturated may be dehydrogenated microbiologically by means of Bacillus lentus. The 14-hydroxylated compounds obtained may be separated from compound hydroxylated in other positions by crystallizing the latter from a solution of all of them and subjecting the mother liquor to chromatography.
GB1266461A 1960-05-13 1961-04-07 11ª‰-and 14ª‡-hydroxylated 16ª‡-methyl steroids and process for their manufacture Expired GB969904A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DESCH27885A DE1226575B (en) 1960-05-13 1960-05-13 Process for the preparation of 11beta-hydroxylated 16alpha-methyl steroids of the pregnane series
DESCH28457A DE1147226B (en) 1960-09-09 1960-09-09 Process for obtaining anti-inflammatory steroids
DESCH29168A DE1150074B (en) 1961-02-03 1961-02-03 Process for obtaining anti-inflammatory steroids

Publications (1)

Publication Number Publication Date
GB969904A true GB969904A (en) 1964-09-16

Family

ID=27212274

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1266461A Expired GB969904A (en) 1960-05-13 1961-04-07 11ª‰-and 14ª‡-hydroxylated 16ª‡-methyl steroids and process for their manufacture

Country Status (3)

Country Link
BE (1) BE603710A (en)
CH (1) CH398581A (en)
GB (1) GB969904A (en)

Also Published As

Publication number Publication date
CH398581A (en) 1966-03-15
BE603710A (en) 1961-11-13

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