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ChemicalBook CAS DataBase List Z-ILE-NH2
86161-49-1

Z-ILE-NH2 synthesis

3synthesis methods
-

Yield:86161-49-1 95%

Reaction Conditions:

with ammonia;triethylamine in dichloromethane;

Steps:

P.11.1 11-1)

11-1) Preparation of L-(N-benzyloxycarbonyl)-isoleucineamide To a pre-cooled solution(-20° C.) of 2.63 g(10 mmol) of L-(N-benzyloxycarbonyl)-isoleucine in 100 ml of dichloromethane were added 1.40 ml of triethylamine and 1.23 ml of pivaloyl chloride successively. After 30 minutes, ammonia gas was bubbled through the reaction mixture for 30 minutes. The resulting precipitate was filtered and the solid was washed with 50 ml of dichloromethane. The combined solution was washed successively with 2N HCl solution(50 ml*2) and 50 ml of brine. The organic layer was dried over anhydrous MgSO4 and concentrated in vacuo to give 2.49 g of the title compound (yield: 95%). 1 H NMR(CDCl3) δ0.9(m, 6H), 1.2(m, 1H), 1.5(m, 1H), 1.8(m, 1H), 4.0(m, 1H), 5.1(s, 2H), 6.5(d, 1H)

References:

US5587388,1996,A

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