1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 86624407, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (R)-2-(tert-butyldimethylsilyloxy)-1-(2-methoxypyrimidin-5-yl)ethanol (4.4 g, 15 mmol) and diphenylphosphonic azide (16.7 mL, 77.3 mmol) was dissolved in toluene (53 mL). The mixture was cooled to 0° C. and neat 1,8-diazabicyclo[5.4.0]undec-7-ene (11.8 mL, 77.3 mmol) was added. The reaction was stirred for 30 minutes at 0° C. and then reacted at 60° C. overnight. The mixture was washed with water (50 mL) and 5% HCl (50 mL). The organic layer was concentrated in vacuo and purified by silica gel chromatography (0-25% EtOAc/hexane) to afford a colorless oil.

Provenance & Evidence