Optical resolution by preferential crystallization of DL-thiazolidine-4-carboxylic acid.
スポンサーリンク
概要
- 論文の詳細を見る
Infrared spectrum, solubility, and ternary solubility diagram indicated that DL-thiazolidine-4-carboxylic acid (DL-THC) is a conglomerate at room temperature. The free energy of critical nucleation in supersaturated solutions for the crystallization of D- and L-THC was examined to resolve DL-THC efficiently by preferential crystallization. Successive preferential crystallization of DL-THC was experimented at 20 °C for an aqueous racemic solution with a supersaturation of 150%, and D- and L-THC with optical purity of 96–100% were obtained in the range of resolution of 58–76%. The optical resolution was more successfully done in 1 mol dm<SUP>−3</SUP> aqueous glycine to give D- and L-THC with optical purity of 93–99% in the degree of resolution of 77–87%. Recrystallization of D- and L-THC obtained with a succeeding treatment with hydroxylamine hydrochloride gave D- and L-cysteine with 100% optical purity.
著者
-
KUROKAWA Hidemoto
Faculty of Engineering and High Technology Research Center, Kansai University
-
Shiraiwa Tadashi
Faculty Of Chemistry Materials And Bioengineering Kansai University
-
Sado Yujin
Faculty of Engineering, Kansai University
-
Kurokawa Hidemoto
Faculty of Engineering, Kansai University
-
Komure Masamitsu
Faculty of Engineering, Kansai University
関連論文
- Optical Resolution by Preferential Crystallization of (RS)-2-Amino-3-(2-carboxyethylthi0) propanoic Acid
- Optical Resolution by Preferential Crystallization of(RS)-α-Amino-γ-butyrolactone Hydrochloride
- Optical Resolution by Preferential Crystallization of (RS)-Bromosuccinic Acid
- Structures and Properties of a Diastereoisomeric Molecular Compound of (2S,3S)- and (2R,3S)-N-Acetyl-2-amino-3-methylpentanoic Acids
- Preparation of Optically Active Allothreonine by Separating from a Diastereoisomeric Mixture with Threonine
- Asymmetric transformation of (RS)-cysteine via formation of (RS)-4-thiazolidinecarboxylic acids.
- Optical resolution by preferential crystallization of DL-thiazolidine-4-carboxylic acid.
- Asymmetric Transformation of (RS)-1,2,3,4-Tetrahydro-3-isoquinolinecarboxylic Acid via Salt Formation with (1S)-10-Camphorsulfonic Acid.
- Asymmetric transformation of (RS)-2-phenylglycine via formation of salt with(1S)-10-camphorsulfonic acid.
- Facile Production of D-Histidine by Asymmetric Transformation of L-Histidine.
- Racemic structure and optical resolution by preferential crystallization of (.+-.)-organic ammonium hydrogen malates.
- Asymmetric Transformations of Proline and 2-Piperidinecarboxylic acid via Formation of Salts with Optically Active Tartaric Acid.
- Optical resolution of DL-valine, DL-leucine, and DL-isoleucine by formation of adduct with L-phenylalanine.
- Racemic structures and optical resolutions by preferential crystallization of organic ammonium salts of N-formyl-DL-phenylalanine.
- Optical resolution by replacing crystallization of ammonium salts of N-acetyl-DL-2-aminobutanoic acid, N-acetyl-DL-norvaline, and N-acetyl-DL-norleucine.
- Racemic structures and optical resolution by preferential crystallization of organic ammonium salts of (.+-.)-mandelic acid.
- Racemic structure and optical resolution by preferential crystallization of DL-cysteine salts of substituted benzenesulfonic acids.
- Optical resolution of (.+-.)-phenylsuccinic acid by using (-)-proline as resolving agent.
- Racemic structure and optical resolution by preferential crystallization of organic ammonium salts of N-formyl-DL-tyrosine.
- Optical resolution by preferential crystallization of 1,1,3,3-tetramethylbutylammonium salt of N-formyl-DL-.ALPHA.-phenylglycine.
- Optical resolution by replacing crystallization of DL-threonine.