Sodium Azide → tert-butyl-{(4S)-5-azido-4-[(tert-butoxycarbonyl)amino]pentyl}carbamate

Participants

Reaction Conditions

Reaction Steps

A solution of 218 mg (0.55 mmol) of (2S)-2,5-bis[(tert-butoxycarbonyl)amino]pentyl methanesulfonate (Example 84A) in 15 ml of dimethylformamide is mixed with 36 mg (0.55 mmol) of sodium azide and stirred at 70° C. for 12 h. Most of the solvent is removed by distillation in vacuo, and the residue is diluted with ethyl acetate. The mixture is washed several times with a saturated sodium bicarbonate solution, dried over magnesium sulfate and evaporated to dryness in vacuo. The product is reacted without further purification.

Provenance & Evidence