CS815087A2 - Method of optically active(-)-oxabicyclo/3,3,0/octanoles production - Google Patents

Method of optically active(-)-oxabicyclo/3,3,0/octanoles production

Info

Publication number
CS815087A2
CS815087A2 CS878150A CS815087A CS815087A2 CS 815087 A2 CS815087 A2 CS 815087A2 CS 878150 A CS878150 A CS 878150A CS 815087 A CS815087 A CS 815087A CS 815087 A2 CS815087 A2 CS 815087A2
Authority
CS
Czechoslovakia
Prior art keywords
oxabicyclo
octanoles
production
optically active
saponified
Prior art date
Application number
CS878150A
Other languages
Czech (cs)
Other versions
CS268841B2 (en
Inventor
Karl Petzoldt
Helmut Dahl
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
Application filed by Schering Ag filed Critical Schering Ag
Publication of CS815087A2 publication Critical patent/CS815087A2/en
Publication of CS268841B2 publication Critical patent/CS268841B2/en

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
    • C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
    • C12P17/02—Oxygen as only ring hetero atoms
    • 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
    • C12P41/00—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
    • C12P41/003—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions
    • C12P41/004—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions by esterification of alcohol- or thiol groups in the enantiomers or the inverse reaction

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Zoology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Genetics & Genomics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Biotechnology (AREA)
  • Microbiology (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Analytical Chemistry (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Steroid Compounds (AREA)

Abstract

Process for the manufacture of (-)-oxabicyclo[3.3.0]octanolones of formula (-)-I, where R is hydrogen or the residue (a), in which R1 has the notation of a hydrogen, alkyl with 1-7 C atoms, or phenyl. The process is characterized in that a racemic oxabicyclo[3.3.0]-octanolone-acylate of formula (+/-)-II, where R1 has the above notation, is subjected to a stereo-specific acylate hydrolysis and the (-)-I (R = (a)) is separated from the saponified (+)-I (R = H) or the saponified (-)-I (R = H) is separated from the unsaponified (+)-II.
CS878150A 1986-11-13 1987-11-13 Method of optically active(-)-oxabicyclo/3,3,0/octanoles production CS268841B2 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19863638762 DE3638762A1 (en) 1986-11-13 1986-11-13 RACEMAT CLEAVAGE OF 7 (ALPHA) -ACYLOXY-6SS-HYDROXY-METHYL-2-OXABICYCLO (3.3.0) OCTAN-3-ONES BY STEREO-SPECIFIC ENZYMATIC ACYLATE HYDROLYSIS

Publications (2)

Publication Number Publication Date
CS815087A2 true CS815087A2 (en) 1989-08-14
CS268841B2 CS268841B2 (en) 1990-04-11

Family

ID=6313862

Family Applications (1)

Application Number Title Priority Date Filing Date
CS878150A CS268841B2 (en) 1986-11-13 1987-11-13 Method of optically active(-)-oxabicyclo/3,3,0/octanoles production

Country Status (11)

Country Link
EP (1) EP0271433B1 (en)
JP (1) JPH01501360A (en)
AT (1) ATE85084T1 (en)
BG (1) BG48098A3 (en)
CS (1) CS268841B2 (en)
DD (1) DD279689A5 (en)
DE (2) DE3638762A1 (en)
ES (1) ES2053577T3 (en)
GR (1) GR3007127T3 (en)
HU (1) HU202289B (en)
WO (1) WO1988003570A1 (en)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB9108376D0 (en) * 1991-04-19 1991-06-05 Enzymatix Ltd Cyclopentenes
US5840923A (en) * 1992-04-21 1998-11-24 Chiroscience Limited Chiral cyclopentene derivatives and their preparation
DE69330787T2 (en) * 1992-04-21 2002-06-13 Chirotech Technology Ltd., Cambridge CHIRAL CYCLOPENTE DERIVATIVES AND THEIR PRODUCTION
US5215918A (en) * 1992-06-19 1993-06-01 Bend Research, Inc. Enantiomeric enrichment of (R,S)-3-quinuclidinol
DE4435242A1 (en) * 1994-10-04 1996-04-11 Hoechst Ag Process for the enzymatic separation of enantiomers of rac-2-oxotricyclo 2,2,1,0 · 3 ·, · 5 · -heptan-7-carboxylic acid or the -carboxylic acid ester
ATE346159T1 (en) * 2000-05-08 2006-12-15 Pfizer Prod Inc ENZYMATIC CLEAVAGE OF SELECTIVE MODULATORS OF THE ESTROGEN RECEPTOR

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SE431750B (en) * 1977-05-26 1984-02-27 Chinoin Gyogyszer Es Vegyeszet PROCEDURE FOR THE PREPARATION OF BICYCLIC LACTON DIODE DERIVATIVES
DE3021895A1 (en) * 1980-06-06 1981-12-24 Schering Ag Berlin Und Bergkamen, 1000 Berlin NEW METHOD FOR PRODUCING CARBACYCLIN INTERMEDIATE PRODUCTS
EP0127386B1 (en) * 1983-05-25 1987-08-05 Sumitomo Chemical Company, Limited Process for producing optically active cyclopentenolones
JPS61280294A (en) * 1985-06-04 1986-12-10 Nisshin Flour Milling Co Ltd Optically active carbacycline intermediate and production thereof

Also Published As

Publication number Publication date
GR3007127T3 (en) 1993-07-30
HU202289B (en) 1991-02-28
JPH01501360A (en) 1989-05-18
DE3783885D1 (en) 1993-03-11
DD279689A5 (en) 1990-06-13
WO1988003570A1 (en) 1988-05-19
BG48098A3 (en) 1990-11-15
ES2053577T3 (en) 1994-08-01
HUT47155A (en) 1989-01-30
EP0271433B1 (en) 1993-01-27
ATE85084T1 (en) 1993-02-15
DE3638762A1 (en) 1988-05-26
EP0271433A1 (en) 1988-06-15
CS268841B2 (en) 1990-04-11

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