Nitrogen → HCID 23374569, compound

Participants

Reaction Conditions

Reaction Steps

To a N2 covered solution of 2.0 g (10.6 mmol) of the product from Step 2 in 40 ml of toluene was added 2.2 ml (15.9 mmol) of triethylamine followed by 3.4 ml (15.9 mmol) of diphenylphosphorylazide. After heating in an oil bath at 90° C. for 55 minutes. The reaction was allowed to cool and concentrated in vacuo. The residue was partitioned between 150 ml of 1:1 Et2O: hexane and 20 ml of pH 7 phosphate buffer. The aqueous layer was separated and washed once with 1:1 Et2O: hexane. The combined organic fractions were washed with brine, dried over MgSO4 and concentrated in vacuo. The residue was chromatographed over 50 ml of silica gel (1% EtOAc: hexane) to yield 1.46 g (74.3%) of the titled product.

Provenance & Evidence