Sodium borohydride → HCID 71006901, compound

Participants

Reaction Steps

Sodium borohydride (9.93 mg, 0.262 mmol) was added to a methanol (5 mL) solution of tert-butyl (7S,8S)-7-(2,3-difluorophenyl)-4-oxo-5,6,7,8-tetrahydro-4H-cyclohepta[d]thiazol-8-ylcarbamate (34.5 mg, 0.087 mmol) at rt. The reaction was stirred for 0.5 h. The solvent was removed under vacuum and the product was purified by prep TLC developed with ethyl acetate in hexane (50%). There were two bands collected. The less polar was the desired product (20.1 mg. 58%): LCMS: M+H=397.24; 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 8.57 (1H, s), 7.03-7.09 (3H, m), 5.16-5.23 (1H, m), 4.94-5.00 (1H, m), 4.85-4.91 (1H, m), 4.26 (1H, s), 3.28-3.36 (1H, m), 2.19-2.36 (3H, m), 1.64-1.69 (1H, m), 1.26-1.29 (8H, m).

Provenance & Evidence