HCID 18762443, compound → Phenyl carbamate

Participants

Reaction Steps

tert-Butyl-2-(1-(4-dimethylamino)phenyl)-1H-imidazole-2-carbonyl)indoline-1-carboxylate (white solid) represented by the following formula (as10) was obtained in the same manner as in Example 1-15, except that tert-butyl-2-(3-oxo-3-(1-(4-dimethylamino)phenyl)-1H-imidazol-2-yl)propyl)phenyl carbamate (an10) obtained in Synthesis Example 14 was used as a substrate in an amount of 21.7 mg (0.05 mmol), the compound represented by the general formula (25) wherein R5 is the functional group F was used as a quaternary ammonium salt in an amount of 6.4 mg (0.005 mmol), and the reaction time was changed to 5 hours. The yield was 88%, and the enantioselectivity determined by HPLC measurement (chiral column: “DAICEL CHIRALPAK IA”, eluant: hexane/ethanol (=10/1), flow rate: 1 mL/min, t1=16 min, t2=24 min) was 78% ee (see Table 1-5). The analysis data for the resulting compound (as10) is shown below.

Provenance & Evidence