Brewers' yeast-mediated synthesis of (1S,2S)-1-(2-thienyl)-1,2-propanediol and a study on the lipase-catalyzed regioselective introduction of acyl protective group to the diol moiety

Naoki Mochizuki; Takeshi Sugai; Hiromichi Ohta; Tsutomu Yokomatsu; Shiroshi Shibuya

Brewers' yeast-mediated synthesis of (1S,2S)-1-(2-thienyl)-1,2-propanediol and a study on the lipase-catalyzed regioselective introduction of acyl protective group to the diol moiety

Naoki Mochizuki, Takeshi Sugai, Hiromichi Ohta, Tsutomu Yokomatsu, Shiroshi Shibuya

School of Pharmaceutical Sciences

Research output: Contribution to journal › Article › peer-review

Abstract

Reductive homologation of thiophenecarboxyaldehyde mediated by brewers' yeast and subsequent recrystallization provided (1S,2S)-1-(2-thienyl)-1,2-propanediol in 29% yield. A Pseudomonas lipase-catalyzed acetylation preferentially occurred on the hydroxyl group at C-1 position of the diol.

Original language	English
Pages (from-to)	331-338
Number of pages	8
Journal	Heterocycles
Volume	45
Issue number	2
Publication status	Published - 1997 Dec 1

ASJC Scopus subject areas

Analytical Chemistry
Pharmacology
Organic Chemistry

Cite this

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title = "Brewers' yeast-mediated synthesis of (1S,2S)-1-(2-thienyl)-1,2-propanediol and a study on the lipase-catalyzed regioselective introduction of acyl protective group to the diol moiety",

abstract = "Reductive homologation of thiophenecarboxyaldehyde mediated by brewers' yeast and subsequent recrystallization provided (1S,2S)-1-(2-thienyl)-1,2-propanediol in 29% yield. A Pseudomonas lipase-catalyzed acetylation preferentially occurred on the hydroxyl group at C-1 position of the diol.",

author = "Naoki Mochizuki and Takeshi Sugai and Hiromichi Ohta and Tsutomu Yokomatsu and Shiroshi Shibuya",

year = "1997",

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T1 - Brewers' yeast-mediated synthesis of (1S,2S)-1-(2-thienyl)-1,2-propanediol and a study on the lipase-catalyzed regioselective introduction of acyl protective group to the diol moiety

AU - Mochizuki, Naoki

AU - Sugai, Takeshi

AU - Ohta, Hiromichi

AU - Yokomatsu, Tsutomu

AU - Shibuya, Shiroshi

PY - 1997/12/1

Y1 - 1997/12/1

N2 - Reductive homologation of thiophenecarboxyaldehyde mediated by brewers' yeast and subsequent recrystallization provided (1S,2S)-1-(2-thienyl)-1,2-propanediol in 29% yield. A Pseudomonas lipase-catalyzed acetylation preferentially occurred on the hydroxyl group at C-1 position of the diol.

AB - Reductive homologation of thiophenecarboxyaldehyde mediated by brewers' yeast and subsequent recrystallization provided (1S,2S)-1-(2-thienyl)-1,2-propanediol in 29% yield. A Pseudomonas lipase-catalyzed acetylation preferentially occurred on the hydroxyl group at C-1 position of the diol.

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ER -

Brewers' yeast-mediated synthesis of (1S,2S)-1-(2-thienyl)-1,2-propanediol and a study on the lipase-catalyzed regioselective introduction of acyl protective group to the diol moiety

Abstract

ASJC Scopus subject areas

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