Kinetic resolution of diastereomeric racemates of 7-bromo-3-(1′-hydroxyethyl)-1-methyl-5-(2′-pyridyl)-2,3-dihydro-1H-1,4-benzodiazepin-2-one by immobilized CAL-B
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Add time:07/16/2019 Source:sciencedirect.com
Immobilized CAL-B catalyzed kinetic resolution of syn-7-bromo-3-(1′-hydroxyethyl)-1-methyl-5-(2′-pyridyl)-2,3-dihydro-1H-1,4-benzodiazepin-2-one syn-(±)-2 and its anti-diastereomer (±)-3 were achieved with E-values over 200. Completely enantioselective acetylation of (1′R)-enantiomers in diastereomeric racemates with an opposite configuration at the second stereogenic center C(3) occured at substantially different rate (t1/2syn/t1/2anti ca. 1/20). Conformational origins of enantioselection are also discussed.
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