Syntheses of highly oxygen-functionalized derivatives of dihydrodihydroxyphthalic acid in enantiomerically enriched forms

Hajime Ikeda, Takeshi Sugai, Shigeru Ohba, Shigeru Ohba, Takeshi Sugai

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

Starting from dihydrodihydroxyphthalic acid (DDP), (1R, 2S, 5R, 6S)-(-)-3,4-bis(benzyloxymethyl)-5-hydroxy-8,8-dimethyl-6,8-dioxabicyclo[4.3.0]non-3-en-2-yl chloroacetate (≥95%e.e.), a highly oxygen-functionalized derivative, was prepared by a combination of chemical and enzymatic reactions. The key step for asymmetrization was hydrolysis of the corresponding meso bis-chloroacetate with pig pancreatic li.

Original languageEnglish
Pages (from-to)396-400
Number of pages5
JournalBioscience, Biotechnology and Biochemistry
Volume62
Issue number2
DOIs
Publication statusPublished - 1998

Fingerprint

Oxygen
Derivatives
Acids
Hydrolysis
Swine
chloroacetic acid

Keywords

  • Dihydrodihydroxyphthalic acid
  • Hydrolysis
  • Meso substrate
  • Photooxygenation
  • Pig pancreatic lipase

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biotechnology
  • Biochemistry
  • Applied Microbiology and Biotechnology
  • Molecular Biology
  • Organic Chemistry

Cite this

Syntheses of highly oxygen-functionalized derivatives of dihydrodihydroxyphthalic acid in enantiomerically enriched forms. / Ikeda, Hajime; Sugai, Takeshi; Ohba, Shigeru; Ohba, Shigeru; Sugai, Takeshi.

In: Bioscience, Biotechnology and Biochemistry, Vol. 62, No. 2, 1998, p. 396-400.

Research output: Contribution to journalArticle

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AU - Sugai, Takeshi

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