Enantioselective Distribution of Amino-Alcohols in a Liquid-Liquid Two-Phase System Containing Dialkyl L-Tartrate and Boric Acid

Yoshihiro Abe; Tomoko Shoji; Michi Kobayashi; Wang Qing; Naoko Asai; Hideyuki Nishizawa

doi:10.1248/cpb.43.262

Enantioselective Distribution of Amino-Alcohols in a Liquid-Liquid Two-Phase System Containing Dialkyl L-Tartrate and Boric Acid

Yoshihiro Abe, Tomoko Shoji, Michi Kobayashi, Wang Qing, Naoko Asai, Hideyuki Nishizawa

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

50 Citations (Scopus)

Abstract

Racemic amino-alcohols such as pindolol, propranolol, alprenolol and bucumolol enantiomers exhibited different distribution behaviors in a two-phase system consisting of a chloroform solution of didodecyl L-tartrate and an aqueous solution of boric acid. It seemed that a borate complex of the 1,2-diol group of the tartrate and the amino-alcohol was formed in the system. In the case of pindolol, one enantiomer was preferentially extracted into the organic phase (× 2.20) at equilibrium.

Original language	English
Pages (from-to)	262-265
Number of pages	4
Journal	Chemical and Pharmaceutical Bulletin
Volume	43
Issue number	2
DOIs	https://doi.org/10.1248/cpb.43.262
Publication status	Published - 1995
Externally published	Yes

Keywords

amino-alcohol
boric acid
didodecy L-tartrate
enantioseparation
liquid-liquid extraction

ASJC Scopus subject areas

Chemistry(all)
Drug Discovery

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abstract = "Racemic amino-alcohols such as pindolol, propranolol, alprenolol and bucumolol enantiomers exhibited different distribution behaviors in a two-phase system consisting of a chloroform solution of didodecyl L-tartrate and an aqueous solution of boric acid. It seemed that a borate complex of the 1,2-diol group of the tartrate and the amino-alcohol was formed in the system. In the case of pindolol, one enantiomer was preferentially extracted into the organic phase (× 2.20) at equilibrium.",

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author = "Yoshihiro Abe and Tomoko Shoji and Michi Kobayashi and Wang Qing and Naoko Asai and Hideyuki Nishizawa",

year = "1995",

doi = "10.1248/cpb.43.262",

language = "English",

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pages = "262--265",

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T1 - Enantioselective Distribution of Amino-Alcohols in a Liquid-Liquid Two-Phase System Containing Dialkyl L-Tartrate and Boric Acid

AU - Abe, Yoshihiro

AU - Shoji, Tomoko

AU - Kobayashi, Michi

AU - Qing, Wang

AU - Asai, Naoko

AU - Nishizawa, Hideyuki

PY - 1995

Y1 - 1995

N2 - Racemic amino-alcohols such as pindolol, propranolol, alprenolol and bucumolol enantiomers exhibited different distribution behaviors in a two-phase system consisting of a chloroform solution of didodecyl L-tartrate and an aqueous solution of boric acid. It seemed that a borate complex of the 1,2-diol group of the tartrate and the amino-alcohol was formed in the system. In the case of pindolol, one enantiomer was preferentially extracted into the organic phase (× 2.20) at equilibrium.

AB - Racemic amino-alcohols such as pindolol, propranolol, alprenolol and bucumolol enantiomers exhibited different distribution behaviors in a two-phase system consisting of a chloroform solution of didodecyl L-tartrate and an aqueous solution of boric acid. It seemed that a borate complex of the 1,2-diol group of the tartrate and the amino-alcohol was formed in the system. In the case of pindolol, one enantiomer was preferentially extracted into the organic phase (× 2.20) at equilibrium.

KW - amino-alcohol

KW - boric acid

KW - didodecy L-tartrate

KW - enantioseparation

KW - liquid-liquid extraction

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DO - 10.1248/cpb.43.262

M3 - Article

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SN - 0009-2363

VL - 43

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EP - 265

JO - Chemical and Pharmaceutical Bulletin

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IS - 2

ER -

Enantioselective Distribution of Amino-Alcohols in a Liquid-Liquid Two-Phase System Containing Dialkyl L-Tartrate and Boric Acid

Abstract

Keywords

ASJC Scopus subject areas

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