CarbaMic acid, N-[(1R)-3-(MethylaMino)-3-oxo-1-[(phenylthio)Methyl]propyl]-, phenylMethyl ester synthesis

Yield:1012059-96-9 80.7%

Reaction Conditions:

with tributylphosphine in toluene at 80; for 18 h;

Steps:

1.c

A mixture of 0102 (5.02 g, 18.85 mmol), (PhS)₂ (8.23 g, 37.70 mmol) and PBu₃ (9.44 g, 40.98 mmol) in toluene (100 ml) was heated to 8O⁰C and stirred for 18 h . The mixture was cooled down and petroleum ether (500 ml) was added. The precipitate was filtered and washed with petroleum ether to obtain 0103 (5.45 g, 80.7%) as a white solid which was used in the next step reaction without further purification. LCMS: 359 [M+l]⁺. ¹H NMR (DMSO-J₆): δ 2.39 (m, IH), 2.55 (d, 3H, J= 3.9 Hz), 3.068 (m, 2H), 3.33 (m, IH), 3.98 (m, IH), 5.00 (s, 2H), 7.18 (m, IH), 7.35 (m, 10H), 7.78 (m, IH).

References:

WO2009/36051,2009,A1 Location in patent:Page/Page column 49