Sodium sulfate decahydrate → N-Boc-S-trityl-(L)-cysteinal

Participants

Reaction Conditions

Reaction Steps

The Weinreb amide of N-t-butoxycarbonyl-S-tritylcysteine, prepared above, (406 mg, 0.8 mmol) was dissolved in anhydrous ether (5 ml) and cooled to -45° C. Lithium aluminium hydride (1 ml of a 1N solution in ether, 1 mmol) was then added keeping the temperature below -35° C., after addition the solution was then allowed to warm to 5° C. The solution was then cooled to -45° C. and sodium sulfate decahydrate (1.25 g) added and the cooling bath removed. After 1. hour the solution was filtered through celite and the solvent removed under reduced pressure to yield the aldehyde (332 mg, 93%) as a white foam.

Provenance & Evidence