C - Chemistry – Metallurgy – 12 – P
Patent
C - Chemistry, Metallurgy
12
P
195/65, 195/86
C12P 17/18 (2006.01) C07D 233/74 (2006.01) C07D 311/68 (2006.01) C07D 317/60 (2006.01) C07D 405/06 (2006.01) C07D 491/10 (2006.01) C12P 13/04 (2006.01) C12P 17/02 (2006.01) C12P 17/10 (2006.01) C12P 41/00 (2006.01)
Patent
CA 1318874
ABSTRACT OF THE DISCLOSURE A process for preparing optically active hydan- toins having the general formula (II): Image (II) wherein R1 and R2, which are different from each other, are independently alkyl group, aralkyl group, aryl group, sub- stituted alkyl group, substituted aralkyl group, or substi- tuted aryl group, or R1 and R2 form an asymmetric cyclic compound, characterized in that one configuration of race- mic N-carbamoyl-.alpha.-amino acid having the general formula (I): Image (I) wherein R1 and R2 are as above, is enzymatically converted into the corresponding hydantoins. The present invention provides a process for an optical resolution with a high efficiency which can be used for the synthesis of (S)-6- fluoro-spiro-[chroman-4,4'-imidazolidine]-2',5'-dione (sor- binil) which is an optically active hydantoin attracting public attention as a preventive or a remedy for the par- ticular chronic symptoms of diabetes such as cataract and neuropathy, and (S)-.alpha.-methyl-3,4-dihydroxyphenylalanine (L- methyldopa), which is an optically active amino acid widely used as antihypertensives. Further, the present invention provides a novel finding that N-carbamoyl-.alpha.-amino acid hav- ing no hydrogen atom on its a-carbon atom can be biochemi- cally converted into hydantoins by an enzymatic cyclization reaction.
490379
Katayama Yasuhiro
Shimada Yoshio
Takahashi Satomi
Ueda Yasuyoshi
Watanabe Kiyoshi
Kanegafuchi Kagaku Kogyo Kabushiki Kaisha
Osler Hoskin & Harcourt Llp
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