4-Methylmorpholine → HCID 131721726, compound

Participants

Reaction Conditions

Reaction Steps

A solution of Boc-Leu-OH.H2O (80.3 mmol) and N-methyl morpholine (88 mmol) in THF (35 ml) was added to a pre cooled solution of isobutyl chloroformate (88 mmol) in THF (65 ml) under nitrogen at between -10 and -15° C. over 40 minutes. The reaction was stirred at -10° C. for 1 hour after which time N-methyl morpholine (88 mmol) was added followed by N,O-Dimethylhydroxylamine hydrochloride (88 mmol) portion wise between -10 and 0° C. The reaction was then stirred at -10° C. for 1 hour and then allowed to warm up to room temperature over night. The THF was then removed under vacuum and water (50 ml) and ethylacetate (200 ml) added. The organic layer was then washed with 0.1 M citric acid solution (4×50 ml), then saturated sodium bicarbonate (4×50 ml), dried over magnesium sulphate and then concentrated under vacuum to give the product.

Provenance & Evidence