JPS6468366A - Production of chroman derivative - Google Patents

Production of chroman derivative

Info

Publication number
JPS6468366A
JPS6468366A JP62225863A JP22586387A JPS6468366A JP S6468366 A JPS6468366 A JP S6468366A JP 62225863 A JP62225863 A JP 62225863A JP 22586387 A JP22586387 A JP 22586387A JP S6468366 A JPS6468366 A JP S6468366A
Authority
JP
Japan
Prior art keywords
formula
optically active
expressed
desulfur
reductively
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
JP62225863A
Other languages
Japanese (ja)
Other versions
JP2620251B2 (en
Inventor
Kikumasa Sato
Osamu Miyamoto
Seiichi Inoue
Katsufumi Sehata
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.)
Eisai Co Ltd
Original Assignee
Eisai Co 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 Eisai Co Ltd filed Critical Eisai Co Ltd
Priority to JP62225863A priority Critical patent/JP2620251B2/en
Publication of JPS6468366A publication Critical patent/JPS6468366A/en
Application granted granted Critical
Publication of JP2620251B2 publication Critical patent/JP2620251B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Pyrane Compounds (AREA)

Abstract

PURPOSE:To industrially obtain the titled compound which is d-alpha-tocopherol intermediate, by using (S)-citramalic acid as a raw material, reductively subjecting a novel rearrangement product obtained from an optically active sulfide and substituted phenol to desulfur and deprotecting and cyclizing the treated rearrangement product. CONSTITUTION:A novel compound expressed by formula I (X is protecting group of OH) is reductively subjected to desulfur and deprotecting and then cyclized to provide the chroman derivative expressed by formula II [e.g. (S)-6- hydroxy-2,5,7,8-tetramethylchroman-2-methanol, etc.]. The compound expressed by formula I is obtained by subjecting an optically active sulfide obtained from (S)-citramalic acid to 2,3-sigmatropy rearrangement reaction with trimethylhydroquinone derivative expressed by formula IV. According to the above-mentioned method, optically active alpha-tocopherol is advantageously produced without requiring dl resolution in high yield on a large scale.
JP62225863A 1987-09-09 1987-09-09 Method for producing chroman derivative Expired - Lifetime JP2620251B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP62225863A JP2620251B2 (en) 1987-09-09 1987-09-09 Method for producing chroman derivative

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP62225863A JP2620251B2 (en) 1987-09-09 1987-09-09 Method for producing chroman derivative

Publications (2)

Publication Number Publication Date
JPS6468366A true JPS6468366A (en) 1989-03-14
JP2620251B2 JP2620251B2 (en) 1997-06-11

Family

ID=16836028

Family Applications (1)

Application Number Title Priority Date Filing Date
JP62225863A Expired - Lifetime JP2620251B2 (en) 1987-09-09 1987-09-09 Method for producing chroman derivative

Country Status (1)

Country Link
JP (1) JP2620251B2 (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999044976A1 (en) * 1998-03-03 1999-09-10 Daiso Co., Ltd. Process for producing 1,2,4-butanetriol
US6949684B2 (en) 1998-03-03 2005-09-27 Daiso Co., Ltd. Process for preparing 1,2,4-butanetriol
JP2008214070A (en) * 2007-03-07 2008-09-18 Fuji Iron Works Co Ltd Web cutting and winding method

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999044976A1 (en) * 1998-03-03 1999-09-10 Daiso Co., Ltd. Process for producing 1,2,4-butanetriol
US6949684B2 (en) 1998-03-03 2005-09-27 Daiso Co., Ltd. Process for preparing 1,2,4-butanetriol
JP2008214070A (en) * 2007-03-07 2008-09-18 Fuji Iron Works Co Ltd Web cutting and winding method

Also Published As

Publication number Publication date
JP2620251B2 (en) 1997-06-11

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