METHYL 2-N-BOC-2-AMINOMETHYL-3-(4-CHLORO-PHENYL)-PROPIONATE synthesis

Yield:886366-43-4 31%

Reaction Conditions:

with diphenyl phosphoryl azide;triethylamine for 6 h;Reflux;

Steps:

E

[00242] Diphenylphosphoryl azide (2.1 g, 76 mmol) was added to a solution of 3-(4- chlorobenzyl)-4-methoxy-4-oxobutanoic acid (1.6 g, 6.4 mmol) and triethylamine ("TEA"; 0.97 g, 9.58 mmol) in t-BuOH (40 mL). The reaction mixture was then heated to reflux and stirred for 6 hours. The reaction was then cooled to room temperature and concentrated to an oil. Purification by column chromatography (9:1 to 5:1 hexane:EtOAc) gave methyl 3-(tert- butoxycarbonylamino)-2-(4-chlorobenzyl)propanoate (0.64 g, 31%).

References:

WO2009/89352,2009,A1 Location in patent:Page/Page column 47