Preparation of Optically Active Allothreonine by Separating from a Diastereoisomeric Mixture with Threonine

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概要

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• A simple procedure is described to obtain D- and L-allothreonine (D- and L-aThr). A mixture of N-acetyl-D-allothreonine (Ac-D-aThr) and N-acetyl-L-threonine (Ac-L-Thr) was converted to a mixture of their ammonium salts and then treated with ethanol to precipitate ammonium N-acetyl-L-threoninate (Ac-L-Thr·NH3) as the less-soluble diastereoisomeric salt. After separating Ac-L-Thr·NH3 by filtration, Ac-D-aThr obtained from the filtrate was hydrolyzed in hydrochloric acid to give D-aThr of 80% de, recrystallized from water to give D-aThr of >99% de. L-aThr was obtained from a mixture of the ammonium salts of Ac-L-aThr and Ac-D-Thr in a similar manner.

• 社団法人 日本農芸化学会の論文
• 2010-10-23

著者

• Yajima Tatsuo

  Faculty Of Chemistry Materials And Bioengineering Kansai University

• Shiraiwa Tadashi

  Faculty Of Chemistry Materials And Bioengineering Kansai University

• ICHIMURA Serina

  Faculty of Chemistry, Materials and Bioengineering, Kansai University

• HORII Shirabe

  Faculty of Chemistry, Materials and Bioengineering, Kansai University

• Horii Shirabe

  Faculty Of Chemistry Materials And Bioengineering Kansai University

• Ichimura Serina

  Faculty Of Chemistry Materials And Bioengineering Kansai University

関連論文

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• 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
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• 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.

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