JPS57159777A - 4-hydroxycyclopentenone compound and its preparation - Google Patents

4-hydroxycyclopentenone compound and its preparation

Info

Publication number
JPS57159777A
JPS57159777A JP4414081A JP4414081A JPS57159777A JP S57159777 A JPS57159777 A JP S57159777A JP 4414081 A JP4414081 A JP 4414081A JP 4414081 A JP4414081 A JP 4414081A JP S57159777 A JPS57159777 A JP S57159777A
Authority
JP
Japan
Prior art keywords
compound
formula
dehydration
hydroxycyclopentenone
preparation
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.)
Granted
Application number
JP4414081A
Other languages
Japanese (ja)
Other versions
JPH023793B2 (en
Inventor
Atsuo Hasato
Takeshi Yu
Takeo Oba
Toshio Tanaka
Noriaki Okamura
Kenzo Watanabe
Kiyoshi Sakauchi
Seiji Kurozumi
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.)
Teijin Ltd
Original Assignee
Teijin Ltd
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 Teijin Ltd filed Critical Teijin Ltd
Priority to JP4414081A priority Critical patent/JPS57159777A/en
Publication of JPS57159777A publication Critical patent/JPS57159777A/en
Publication of JPH023793B2 publication Critical patent/JPH023793B2/ja
Granted legal-status Critical Current

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  • Furan Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

NEW MATERIAL:The compound of formulaI.
EXAMPLE: ( 1R,5S )-6, 6-Dimethyl-3-oxa-4(R)-[ 1(R)-4-oxo-2-cyclopentenyloxy ]bicyclo[3,1,0]-hexan-2-one.
USE: Synthetic intermediate of prostaglandin. Precursor of 4(R)- or 4(S)-hydroxy-2- cyclopenten-1-one having an optical purity of 100%.
PROCESS: The compound of formulaIis prepared by reacting the compound of formula II with the compound of formula III in the presence of an acidic agent or by dehydration. The acidic agent is preferably a weakly acidic compound, e.g. 0.1W0.3 equivalent of p-toluenesulfonic acid pyridine salt based on the compound of formula II. The dehydration is carried out either by the azeotropic decantation or by the use of a dehydrating agent such as magnesium sulfate, molecular sieve, etc.
COPYRIGHT: (C)1982,JPO&Japio
JP4414081A 1981-03-27 1981-03-27 4-hydroxycyclopentenone compound and its preparation Granted JPS57159777A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP4414081A JPS57159777A (en) 1981-03-27 1981-03-27 4-hydroxycyclopentenone compound and its preparation

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP4414081A JPS57159777A (en) 1981-03-27 1981-03-27 4-hydroxycyclopentenone compound and its preparation

Publications (2)

Publication Number Publication Date
JPS57159777A true JPS57159777A (en) 1982-10-01
JPH023793B2 JPH023793B2 (en) 1990-01-24

Family

ID=12683328

Family Applications (1)

Application Number Title Priority Date Filing Date
JP4414081A Granted JPS57159777A (en) 1981-03-27 1981-03-27 4-hydroxycyclopentenone compound and its preparation

Country Status (1)

Country Link
JP (1) JPS57159777A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS60132975A (en) * 1983-12-20 1985-07-16 Sumitomo Chem Co Ltd Cyclopentenone ether derivative and its production
JPS60169474A (en) * 1984-02-14 1985-09-02 Sumitomo Chem Co Ltd Preparation of cyclopentenone ether
JPS60199848A (en) * 1984-03-23 1985-10-09 Sumitomo Chem Co Ltd Production of optically active 4-hydroxy-2- cyclopentenone
JPS61267537A (en) * 1984-12-19 1986-11-27 Daicel Chem Ind Ltd Optical resolution of oxycyclopentenone and derivative thereof
US4714782A (en) * 1984-02-14 1987-12-22 Sumitomo Chemical Co., Ltd. Process for preparing optically active 4-hydroxy-2-cyclopentenones

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS51125356A (en) * 1975-04-21 1976-11-01 Teijin Ltd Process for preparing 4-hydroxycyclopent -2-ene-1-one
JPS54130556A (en) * 1978-03-17 1979-10-09 Roussel Uclaf Novel ether having chiral atom in organic residual group*its manufacture and use of said ether in deviding alcohols*phenols or specific compounds having lactone structure

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS51125356A (en) * 1975-04-21 1976-11-01 Teijin Ltd Process for preparing 4-hydroxycyclopent -2-ene-1-one
JPS54130556A (en) * 1978-03-17 1979-10-09 Roussel Uclaf Novel ether having chiral atom in organic residual group*its manufacture and use of said ether in deviding alcohols*phenols or specific compounds having lactone structure

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS60132975A (en) * 1983-12-20 1985-07-16 Sumitomo Chem Co Ltd Cyclopentenone ether derivative and its production
JPS60169474A (en) * 1984-02-14 1985-09-02 Sumitomo Chem Co Ltd Preparation of cyclopentenone ether
US4714782A (en) * 1984-02-14 1987-12-22 Sumitomo Chemical Co., Ltd. Process for preparing optically active 4-hydroxy-2-cyclopentenones
JPH0570630B2 (en) * 1984-02-14 1993-10-05 Sumitomo Chemical Co
JPS60199848A (en) * 1984-03-23 1985-10-09 Sumitomo Chem Co Ltd Production of optically active 4-hydroxy-2- cyclopentenone
JPH0559912B2 (en) * 1984-03-23 1993-09-01 Sumitomo Chemical Co
JPS61267537A (en) * 1984-12-19 1986-11-27 Daicel Chem Ind Ltd Optical resolution of oxycyclopentenone and derivative thereof
JPH066548B2 (en) * 1984-12-19 1994-01-26 ダイセル化学工業株式会社 Optical resolution method of 4-hydroxycyclopentenone

Also Published As

Publication number Publication date
JPH023793B2 (en) 1990-01-24

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