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ChemicalBook CAS DataBase List tert-Butyl (1-amino-2-methyl-1-oxopropan-2-yl)carbamate
73470-46-9

tert-Butyl (1-amino-2-methyl-1-oxopropan-2-yl)carbamate synthesis

2synthesis methods
-

Yield:73470-46-9 88%

Reaction Conditions:

Stage #1: Boc-Aib-OHwith pyridine;di-tert-butyl dicarbonate in acetonitrile at 20; for 0.333333 h;
Stage #2: with ammonia in water;acetonitrile; for 4.33333 h;

Steps:

12.a

A mixture of 2-(tert-butoxycarbonylamino)-2-methylpropanoic acid (CAN: 30992-29-1, 20 g, 98 mmol), di-tert-butyl dicarbonate (CAN 24424-99-5, 27.67 g, 147 mmol) and pyridine (4.6 mL) in acetonitrile (500 mL) was stirred at room temperature for 20 min. Ammonia (10 mL) was added dropwise for 20 min. The resulting reaction mixture was stirred for 4 h. After removal of most of the solvent under reduced pressure, the solid was filtered off and washed with acetonitrile. The solid was brought to dryness under reduced pressure to give the title compound (17.5 g, 88%) as white solid; MS (EI): m/e 225.1 [M+Na]+.

References:

US2012/316147,2012,A1 Location in patent:Page/Page column 33-34