Methanethiol → HCID 14460308, compound

Participants

Reaction Conditions

Reaction Steps

1.17 g (16.7 mmol) of the Na salt of methyl mercaptan are added to a solution of 4.48 g (11.1 mmol) of 4-(2-hydroxyethylsulphonyl)-3-[1-(p-nitrobenzyloxycarbonyloxy)-ethyl]-azetidin-2-one in 11 ml of acetonitrile and 11 ml of H2O at 0° C., and the mixture is stirred at 0° C. for 20 minutes. The reaction mixture is diluted with 100 ml of methylene chloride and 25 ml of H2O, and, after separating off the organic phase, the aqueous phase is extracted three times with 25 ml of methylene chloride in each case. The combined organic phases are dried over MgSO4, filtered and the solvent is removed in vacuo, to give 3.80 g of the title compound as a slightly yellowish non-crystalline compound. NMR spectrum in CDCl3 : δ=1.45 (d, J=7 Hz, 3 H), 2.12 (s, 3 H), 3.3 (dd, J=7 Hz, J=2 Hz), 4.70 (d, J=2 Hz, 1 H), 5.12 (m, 1 H), 5.20 (s, 2 H), 6.45 (broad s, 1 H), 7.50 (d, J=8.5 Hz, 2 H), 8.20 (d, J=8.5 Hz, 2 H).

Provenance & Evidence