反応 #47112

反応方程式

N,O-dimethylhydroxylamine hydrochloride

ammonium chloride

Z-L-phenylglycine

1,1′-carbonyldimidazole

→

product 482

収率 98.3%

(S)-[(N-Methoxy-N-methylcarbamoyl)phenylmethyl]carbamic acid benzyl ester

収率 98.3%

溶媒

EtOAc

dichloromethane

反応条件

後処理

1. 1
   workup.STIRRINGthe mixture is stirred at rt overnight
2. 2
   その他the organic layer is separated
3. 3
   洗浄washed with brine
4. 4
   乾燥dried (MgSO4)
5. 5
   ろ過filtered
6. 6
   その他The filtrate is evaporated

実験手順

To a solution of Z-L-phenylglycine (5.0 g, 17.5 mmol) in dichloromethane (35 mL) is added 1,1′-carbonyldimidazole (3.13 g, 19.3 mmol), and the solution is stirred at rt for 0.5 h. To the solution is added N,O-dimethylhydroxylamine hydrochloride (1.88 g, 19.3 mmol), and the mixture is stirred at rt overnight. To the reaction mixture is added ammonium chloride solution and EtOAc, and the organic layer is separated, washed with brine, dried (MgSO4), and filtered. The filtrate is evaporated to give 5.65 g of the product 482. 1H NMR (CDCl3) δ 7.50-7.20 (m, 10 H), 6.10 (d, 1 H), 5.78 (d, 1 H), 5.20-5.00 (m, 2 H), 3.43 (s, 3 H), 3.18 (s, 3 H); MS: m/z 329 (M++1).

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