(4S,8R,10aS)-4-Amino-8-(trifluoromethyl)hexahydro-2H-pyrido[2,1-b][1,3]thiazepin-5(7H)-one → (4S,7S,10aS)-4-Amino-7-(trifluoromethyl)hexahydro-2H-pyrido[2,1-b][1,3]thiazepin-5(7H)-one

Participants

Reaction Steps

(4S,7S,10aS)-4-Amino-7-(trifluoromethyl)hexahydro-2H-pyrido[2,1-b][1,3]thiazepin-5(7H)-one (53 mg, 0.20 mmol) was synthesized as described for the preparation of Intermediate 59 using 5-amino-6,6,6-trifluorohexan-1-ol in step A followed by the preparation of Intermediate 61. Anal. Calcd. for C10H15F3N2OS m/z 268.3. found: 269.0 (M+H)+; 1H NMR (400 MHz, CDCl3) δ ppm 5.42-5.27 (m, 1H), 5.21 (t, J=7.0 Hz, 1H), 3.99 (dd, J=10.3, 2.7 Hz, 1H), 3.15 (ddd, J=13.9, 10.9, 2.6 Hz, 1H), 2.81 (ddd, J=14.4, 6.3, 2.9 Hz, 1H), 2.23 (ddt, J=14.2, 6.0, 2.9 Hz, 1H), 2.19-2.07 (m, 1H), 2.06-1.79 (m, 7H), 1.54-1.39 (m, 1H).

Provenance & Evidence