Kinetic resolutions of indan derivatives using bacteria.
Racemic indan derivatives have been resolved by the hydrolysis of amide bonds using Corynebacterium ammoniagenes IFO12612 to produce (S)-amine and (R)-amides. In the kinetic resolution of 1 (N-12-(6-methoxy-indan-1-yl)ethyl]acetamide), it was possible to run the reaction to 44% conversion on a 10-g scale, obtaining (S)-amine 4 ((S)-2-(6-methoxy-indan-1-yl)ethylamine) at >99% enantiomeric excess (ee) and (R)-1 at 98% ee.
Tarui
Naoki
N
Pharmaceutical Research Division, Takeda Chemical Industries, Ltd., Osaka, Japan. Tarui_Naoki@takeda.co.jp
Watanabe
Hayao
H
Fukatsu
Kohji
K
Ohkawa
Shigenori
S
Nakahama
Kazuo
K
D003352:Corynebacterium / Q000378:metabolism*; D006868:Hydrolysis; D007189:Indans / Q000737:chemistry / Q000302:isolation & purification* / Q000378:metabolism; D007700:Kinetics
D007189:Indans; C093582:indan