Preparation of amino acids in high optical yield via catalytic hydrogenation
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
被引量:
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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