CARBAMIC ACID, (3-AZETIDINYLMETHYL)-, BENZYL ESTER (9CI) synthesis

Yield:876149-41-6 95%

Reaction Conditions:

with trifluoroacetic acid in dichloromethane at 20; for 2 h;

Steps:

1.b

b) Phenylmethyl (3-azetidinylmethyl)carbamate To a solution of 1 ,1 -dimethylethyl 3-[({[(phenylmethyl)oxy]carbonyl}amino)methyl]- 1 -azetidinecarboxylate (17.2 mmoles, 5.5 g) in DCM (100 mL) at RT was added TFA (50 mL). After 2 h, the reaction solution was concentrated under vacuum and purified on silica (CHCl3/MeOH, 9:1 containing 5% NH4OH) to give the title compound (3.59 g, 95%) as a light yellow oil: LC-MS (ES) m/e 221 (M + H)+.

References:

WO2006/17468,2006,A2 Location in patent:Page/Page column 20