Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Reexamination Certificate
2006-12-26
2010-12-07
Shiao, Rei-tsang (Department: 1628)
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
Reexamination Certificate
active
07847107
ABSTRACT:
The present invention is to provide a novel method for producing (2S)-2-benzyl-3-(cis-hexahydro-2-isoindolinylcarbonyl)propionic acid which is useful as a therapeutic agent for diabetes. The present invention relates to a method for producing (2S)-2-benzyl-3-(cis-hexahydro-2-isoindolinylcarbonyl)propionic acid, which is characterized in that 2-benzylidene-3-(cis-hexahydro-2-isoindolinylcarbonyl)propionic acid is subjected to a catalytic reduction reaction in the presence of an asymmetric catalyst prepared from a pyrrolidinebisphosphine compound (I) represented by the following general formula (I):wherein, R1represents a linear or branched alkyl group having 1-10 carbon atoms, cycloalkyl group, aralkyl group or aryl group which may respectively have a substituent; and R2and R3independently represent an optionally substituted aryl group. The * mark in the pyrrolidine ring shows that the carbon atom at that position has the S configuration, and a rhodium compound.
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K. Aoki et al., “Immobilization of chiral phosphine ligands on silica gel by means of the allylsilane method and their use for catalytic asymmetric reactions”,Tetrahedron: Asymmetry, vol. 15, No. 11, pp. 1771-1777, (2004).
H. Jendralla et al., “Short and efficient large scale synthesis of (R)-2-benzylsuccinic acid 4-[4-BOC-amino)-1-piperidide] monoamide: N-terminal component of renin inhibitors by asymmetric hydrogenation”,Synlett, No. 2, pp. 155-157 (Feb. 1993).
Matsumoto Yoshinori
Takeuchi Yuki
Yamamoto Hiroyuki
Corless Peter F.
Edwards Angell Palmer & & Dodge LLP
Kissei Pharmaceutical Co. Ltd.
O'Day Christine C.
Shiao Rei-tsang
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