Water → HCID 59383020, compound

Participants

Reaction Steps

To a solution of (S)-tert-butyl 1-(4-(tert-butyldimethylsilyloxy)cyclohexyl)-3-hydroxypropan-2-ylcarbamate (101.6 g, 0.263 mol) and Et3N (66.3 g, 0.656 mol) in CH2Cl2 (500 mL) was added MsCl (66.1 g, 0.577 mol) at −20° C., which was allowed stir for 1 h at rt. The reaction mixture was treated with water (300 mL) and extracted with CH2Cl2 (3×100 mL). The organic layers dried over Na2SO4 and evaporated give (S)-2-(tert-butoxycarbonylamino)-3-(4-(tert-butyldimethylsilyloxy)cyclohexyl)propyl methanesulfonate (121 g, 99%).

Provenance & Evidence