Triphenylphosphine → tert-butyl (3S,9aS)-3-(3-cyano-4-fluoro-2-methylphenyl)hexahydropyrazino[2,1-c][1,4]thiazine-8(1H)-carboxylate 2,2-dioxide

Participants

Reaction Conditions

Reaction Steps

The above compound from step A (23 mg, 0.052 mmol) was combined with TRIPHENYLPHOSPHINE (24.71 mg, 0.094 mmol) in DMF (0.4 M) and warmed to 80° C. for 20 minutes. LC-Ms showed the completion of the reaction. The reaction mixture was diluted with methanol and purified with mass-directed reverse phase HPLC eluting with 10% acetonitrile/water with 0.1% TFA to 100% acetonitrile with 0.1% TFA to yield the title compound: 1H-NMR (500 MHz, CD3OD): δ ppm 9.05 (m, 1H), 7.24 (m, 1H), 4.63 (bs, 1H), 4.03 (m, 2H), 3.32-3.45 (m, 2H), 3.05 (m, 3H), 2.92 (m, 1H), 2.75 (m, 2H), 2.63 (S, 3H), 2.25 (m, 1H), 1.48 (s, 9H); LC-MS: M+1=424.

Provenance & Evidence