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Title: Process for the preparation of 3,4-dihydroxybutanoic acid and salts thereof

Abstract

A process for the preparation of 3,4-dihydroxybutanoic acid (1) and salts thereof from a glucose source containing 1,4-1inked glucose as a substituent is described. The process uses an alkali metal hdyroxide and hydrogen peroxide to convert the glucose source to (1). The compound (1) is useful as a chemical intermediate to naturally occurring fatty acids and is used to prepare 3,4-dihydroxybutanoic acid-gamma-lactone (2) and furanone (3), particularly stereoisomers of these compounds.

Inventors:
 [1]
  1. Haslett, MI
Issue Date:
Research Org.:
Michigan State Univ., East Lansing, MI (United States)
OSTI Identifier:
869659
Patent Number(s):
5374773
Assignee:
Board of Trustees operating Michigan State University (East Lansing, MI)
Patent Classifications (CPCs):
C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07C - ACYCLIC OR CARBOCYCLIC COMPOUNDS
DOE Contract Number:  
FG02-89ER14029
Resource Type:
Patent
Country of Publication:
United States
Language:
English
Subject:
process; preparation; 4-dihydroxybutanoic; acid; salts; glucose; source; containing; 4-1inked; substituent; described; alkali; metal; hdyroxide; hydrogen; peroxide; convert; compound; useful; chemical; intermediate; naturally; occurring; fatty; acids; prepare; acid-gamma-lactone; furanone; particularly; stereoisomers; compounds; fatty acids; hydrogen peroxide; naturally occurring; alkali metal; fatty acid; source containing; glucose source; chemical intermediate; anoic acid; /999/

Citation Formats

Hollingsworth, Rawle I. Process for the preparation of 3,4-dihydroxybutanoic acid and salts thereof. United States: N. p., 1994. Web.
Hollingsworth, Rawle I. Process for the preparation of 3,4-dihydroxybutanoic acid and salts thereof. United States.
Hollingsworth, Rawle I. Sat . "Process for the preparation of 3,4-dihydroxybutanoic acid and salts thereof". United States. https://www.osti.gov/servlets/purl/869659.
@article{osti_869659,
title = {Process for the preparation of 3,4-dihydroxybutanoic acid and salts thereof},
author = {Hollingsworth, Rawle I},
abstractNote = {A process for the preparation of 3,4-dihydroxybutanoic acid (1) and salts thereof from a glucose source containing 1,4-1inked glucose as a substituent is described. The process uses an alkali metal hdyroxide and hydrogen peroxide to convert the glucose source to (1). The compound (1) is useful as a chemical intermediate to naturally occurring fatty acids and is used to prepare 3,4-dihydroxybutanoic acid-gamma-lactone (2) and furanone (3), particularly stereoisomers of these compounds.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {Sat Jan 01 00:00:00 EST 1994},
month = {Sat Jan 01 00:00:00 EST 1994}
}

Works referenced in this record:

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Oxidative alkaline degradation of cellobiose
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Preparation of lower aldonic acids by oxidation of sugars in alkaline solution
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A novel method to synthesize (L)-β-hydroxyl esters by the reduction with bakers' yeast
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