Dimethyl Sulfoxide → N-benzyl-O-methyl-N2-trityl-D-serinamide

Participants

Reaction Steps

To a mixture of DMSO (8 g) and pulverized KOH (0.308 g), Example 5 product (i.e., N-benzyl-N2-trityl-D-serinamide, 2 g) was added in one lot. It was stirred for 3 hours at ambient temperature. Methyl iodide (0.97 g) was slowly added to the mixture for 15 minutes at ambient temperature and stirred for 30 minutes. The reaction mixture was cooled to 0° C., water was added to it and the product was isolated with toluene. Oily product was recovered under vacuum at 35-40° C. from the organic layer. Hexane (100 ml) was added to the oily product and the solution formed is stirred for 15 minutes, filtered and dried to get the titled product of Formula Va. Yield=1 gm.

Provenance & Evidence