JPS5745173A - Hydroxy-delta-lactone and its preparation - Google Patents

Hydroxy-delta-lactone and its preparation

Info

Publication number
JPS5745173A
JPS5745173A JP55121464A JP12146480A JPS5745173A JP S5745173 A JPS5745173 A JP S5745173A JP 55121464 A JP55121464 A JP 55121464A JP 12146480 A JP12146480 A JP 12146480A JP S5745173 A JPS5745173 A JP S5745173A
Authority
JP
Japan
Prior art keywords
compound
hydroxy
formula
lactone
antimicrobial
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
JP55121464A
Other languages
Japanese (ja)
Other versions
JPS6048514B2 (en
Inventor
Mitsuaki Mukoyama
Youji Sakito
Shin Tanaka
Masatoshi Asami
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.)
Sumitomo Chemical Co Ltd
Original Assignee
Sumitomo Chemical 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 Sumitomo Chemical Co Ltd filed Critical Sumitomo Chemical Co Ltd
Priority to JP55121464A priority Critical patent/JPS6048514B2/en
Publication of JPS5745173A publication Critical patent/JPS5745173A/en
Publication of JPS6048514B2 publication Critical patent/JPS6048514B2/en
Expired 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)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

NEW MATERIAL:A hydroxy-δ-lactone of formula I (R1 is alkyl; X is H or a protecting group).
EXAMPLE: (S)-5-Nonyl-5-(hydroxymethyl)-δ-valerolactone.
USE: Useful as an antimicrobial agent and an intermediate for preparing a compound having the antimicrobial activity. For example, the titled compound is alkylated to give (2R,5S)-2-methyl-5-nonyl-5-(hydroxymethyl)-δ-valerolactone which is called (-)-malyngolide. The resultant compound is a useful compound exhibiting the antimicrobial activvity against Mycobacterium smegmatis, etc.
PROCESS: A-hydroxy-2-alkyl-6-heptenal is reduced, and the primary hydroxyl group of the resultant compound is then protected. The double bond is cleaved oxidatively to afford a lactol of formula II (Y is a protecting group of the hydroxyl group), which is then oxidized to give the compound of formula I.
COPYRIGHT: (C)1982,JPO&Japio
JP55121464A 1980-09-01 1980-09-01 Hydroxy delta lactones and their production method Expired JPS6048514B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP55121464A JPS6048514B2 (en) 1980-09-01 1980-09-01 Hydroxy delta lactones and their production method

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP55121464A JPS6048514B2 (en) 1980-09-01 1980-09-01 Hydroxy delta lactones and their production method

Publications (2)

Publication Number Publication Date
JPS5745173A true JPS5745173A (en) 1982-03-13
JPS6048514B2 JPS6048514B2 (en) 1985-10-28

Family

ID=14811780

Family Applications (1)

Application Number Title Priority Date Filing Date
JP55121464A Expired JPS6048514B2 (en) 1980-09-01 1980-09-01 Hydroxy delta lactones and their production method

Country Status (1)

Country Link
JP (1) JPS6048514B2 (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH025589U (en) * 1988-06-24 1990-01-16

Also Published As

Publication number Publication date
JPS6048514B2 (en) 1985-10-28

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