Preparation of amino acids in high optical yield via catalytic hydrogenation

阅读量:

27

申请(专利)号:

US19810243747

申请日期:

1981-03-16

公开/公告号:

US4424312A

公开/公告日期:

1984-01-03

申请(专利权)人:

POLYMER SCIENCES CORPORATION

发明人:

JK Stille

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被引量:

28

摘要:

Two new optically active pyrrolidinephosphine monomers prepared by the reaction of 2(S), 4(S)-4-diphenylphosphino-2- diphenylphosphinomethylpyrrolidine and 2(R), 4(R)-4-diphenylphosphino-2- diphenylphosphinomethylpyrrolidine with acryloyl-chloride to give N- acryloyl-2(S), 4(S)-4-diphenylphosphino-2- diphenylphosphinomethylpyrrolidine (1) and N-acryloyl-2(R), 4(R)-4- diphenylphosphino-2-diphenylphosphinomethylpyrrolidine (2). Copolymerization of 1 and 2 with hydrophilic comonomers and a divinyl monomer provided crosslinked insoluble polymers containing about 3-5% of 1 or 2 that would swell in polar solvents. Exchange of rhodium(I) onto the polymer gave catalysts which were active for the asymmetric hydrogenation of N-acyl-amino acids in high optical yields, the phosphine derived from the enantiomer of the naturally occurring 4-hydroxyproline giving S-amino acids.

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