Optical Resolution by Preferential Crystallization of (1RS,3RS)-1,2,3,4-Tetrahydro-6,7-dihydroxy-1-methyl-3-isoquinolinecarboxylic Acid

Tadashi Shiraiwa; Ryuuichi Kiyoe

doi:10.1248/cpb.53.1197

Notes

Optical Resolution by Preferential Crystallization of (1RS,3RS)-1,2,3,4-Tetrahydro-6,7-dihydroxy-1-methyl-3-isoquinolinecarboxylic Acid

Tadashi Shiraiwa, Ryuuichi Kiyoe

著者情報

キーワード: 1,2,3,4-tetrahydroisoquinoline, conglomerate, optical resolution, preferential crystallization

ジャーナルフリー

2005 年 53 巻 9 号 p. 1197-1199

DOI https://doi.org/10.1248/cpb.53.1197

詳細

抄録

The racemic structure of (1RS,3RS)-1,2,3,4-tetrahydro-6,7-dihydroxy-1-methyl-3-isoquinolinecarboxylic acid [(1RS,3RS)-1] was examined based on the melting point, solubility, and IR spectrum, with the aim of optical resolution by preferential crystallization. (1RS,3RS)-1 was indicated from these results to exist as a conglomerate. The successive optical resolution by preferential crystallization of (1RS,3RS)-1 yielded (1S,3S)- and (1R,3R)-1 with optical purities of 85—95% at 66—81% degrees of resolution, which were fully purified by recrystallization.

責任著者(Corresponding author)

J-STAGEへの登録はこちら（無料）