Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acids and salts thereof
Patent
1997-04-22
1999-02-23
Shippen, Michael L.
Organic compounds -- part of the class 532-570 series
Organic compounds
Carboxylic acids and salts thereof
C07C22900
Patent
active
058746137
ABSTRACT:
Tyrosine decarboxylase, or microorganisms of the genuses Enterococcus, Lactobacillus, Providencia, Fusarium, and Gibberella were reacted with a mixture of the enantiomers of threo-3-phenylserine or its halogen substitution products to produce (R)-2-amino-1-phenylethanol or its halogen substitution products. At the same time, one of the enantiomers of threo-3-phenylserine or its halogen substitution products were selectively left, and optically active threo-3-phenylserine or its halogen substitution products were produced. In addition, a novel material of 3-(3-chlorophenyl)serine, which is a substrate of the reaction in the present invention, was produced. (R)-2-amino-1-phenylethanol or its halogen substitution products, and optically active threo-3-phenylserine or its halogen substitution products can economically be produced on an industrial scale.
REFERENCES:
patent: 2986578 (1961-05-01), Kaneko
patent: 3010992 (1961-11-01), Brathge
patent: 3871958 (1975-03-01), Nakazawa
Caroline Vergne, "Synthesis of Four Atropdiastereoisomers of C-O-D-O-E Ring of Vancomycin By Sequential Cycloetherifications", Tetrahedron Letters, vol. 38, No. 8, pp. 1403-1406, Feb. 24, 1997.
Fiziol. Akt. Veschestva (1992) 22: 43-45.
Richard J. Ulevitch et al., "Studies of the Reactions of Substituted D, L-Erythro-.beta.Phenylserines with Lamb Liver Serine Hydroxymethylase. Effects of Substituents upon the Dealdolization Step", Biochemistry, vol. 16, No. 24, pp. 5355-5363, (1977).
Hamatani Takeshi
Kawada Naoki
Nikaido Teruyuki
Ueda Yoichiro
Daicel Chemical Industries Ltd.
Shippen Michael L.
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