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Journal of The Chemical Society-perkin Transactions 1 | 1985

Investigation of new chiral 1,3-oxazolidine-2-thiones: analytical separation and optical resolution of racemic carboxylic acids and amino acids

Yoshimitsu Nagao; Toshio Kumagai; Shozo Yamada; Eiichi Fujita; Yoshinori Inoue; Yunosuke Nagase; Sakae Aoyagi; Takao Abe

New chiral five-membered heterocycles, (4S)-(4) and (4R)-4-ethyl-1,3-oxazolidine-2-thione (5), (4S)-4-isopropyl-1,3-oxazolidine-2-thione (6), and (4R,5S)-4-methyl-5-phenyl-1,3-oxazolidine-2-thione [(4R,5S)-MPOT](7) have been developed. Among these heterocycles, (4R,5S)-MPOT (7) proved to be an excellent chiral reagent for analytical and efficient separation of racemic products from transformations of chiral carboxylic acids and amino acids.


Heterocycles | 1994

A facile synthesis of mercaptopyrazolidine useful for construction of the pendant moiety of 1β-methyl-carbapenem L-627

Toshio Kumagai; Satoshi Tamai; Takao Abe; Yunosuke Nagase; Yoshinori Inoue; Yoshimitsu Nagao

A 4-mercaptopyrazolidine derivative (3), which is a synthetic intermediate of the pendant moiety of 1β-methylcarbapenem L-627 (2), was synthesized by a practical method starting from hydrazine hydrate


Journal of Organic Chemistry | 1992

.beta.-Lactams. 3. Asymmetric total synthesis of new non-natural 1.beta.-methylcarbapenems exhibiting strong antimicrobial activities and stability against human renal dehydropeptidase-I

Yoshimitsu Nagao; Yunosuke Nagase; Toshio Kumagai; Hiroshi Matsunaga; Takao Abe; Osamu Shimada; Takaaki Hayashi; Yoshinori Inoue


Journal of Organic Chemistry | 1992

Beta lactams 1. highly diastereoselective alkylation of 4 acetoxyazetidin 2 one useful for 1 beta methylcarbapenem synthesis

Yoshimitsu Nagao; Toshio Kumagai; Yunosuke Nagase; Satoshi Tamai; Yoshinori Inoue; Motoo Shiro


Archive | 1986

Process for producing 4-biphenylylacetic acid

Osamu Shimada; Sakae Aoyagi; Yunosuke Nagase


Archive | 1988

(1R,5S,6S)-2-substituted thio-6 (R)-1-hydroxyethyl -1-methyl-carbapenem - carboxylic acid derivatives

Toshio Kumagai; Hiroshi Matsunaga; Yoshisuke Machida; Yunosuke Nagase; Mauneo Hikida; Yoshimitsu Nagao


Journal of Organic Chemistry | 1992

.beta.-Lactams. 2. Diastereoselective alkylative discrimination of racemic 3-substituted 4-acetoxyazetidin-2-ones and its application to the synthesis of a chiral key intermediate for carbapenem syntheses

Yoshimitsu Nagao; Yunosuke Nagase; Toshio Kumagai; Yasuhiro Kuramoto; Shigeaki Kobayashi; Yoshinori Inoue; Tooru Taga; Hirokazu Ikeda


Archive | 1993

Process for preparing (1R,5S,6S)-2-[(6,7-dihydro-5H-pyrazolo [1,2-a][1,2,4]triazolium-6-yl)]thio-6-[(R)-1-hydroxyethyl]-1-methyl-carbapenem-3-carboxylate and starting materials thereof

Satoshi Tamai; Takao Abe; Yunosuke Nagase


Archive | 1987

(1R,5S,6S)-2-[(6,7-dihydro-5H-pyrazolo[1,2-a][1,2,4]triazolium-6-yl)]thio-6-[R-1-hydroxyethyl]-1-methyl-carbapenum-3-carboxylate

Toshio Kumagai; Hiroshi Matsunaga; Yoshisuke Machida; Yunosuke Nagase; Muneo Hikida; Yoshimitsu Nagao


Archive | 1990

(1R,5S,6S)-2-[(6,7-dihydro-5H-pyrazolo[1,2-a][1,2,4]triazolium-6-yl)]thio-6-[R-1-hydroxyethyl]-1-methyl-carbapenem-3-carboxylate and intermediate therefor

Toshi Kumagai; Hiroshi Matsunaga; Yoshisuke Machida; Yunosuke Nagase; Muneo Hikida; Yoshimitsu Nagao

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Toshio Kumagai

Tokushima Bunri University

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Hiroshi Matsunaga

Tokushima Bunri University

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Yoshinori Inoue

Tokushima Bunri University

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Satoshi Tamai

Tokushima Bunri University

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