Реакция #58802

Уравнение реакции

( 39 )

Benzyl 3-Aminomethyl-5-Methyl-Hexanoate Hydrochloride

N-methylmorpholine

1-chloroethyl chloroformate

→

title compound ( 40 )

Benzyl 3-{[(α-Chloroethoxy)carbonyl]aminomethyl}-5-Methyl-Hexanoate

Растворители

dichloromethane

dichloromethane

Условия реакции

Обработка

1. 1
   Другое(˜30 min, as monitored by TLC)
2. 2
   Промывкаwashed successively with cold 1N HCl solution, water and brine
3. 3
   Сушкаdried over anhydrous Na2SO4
4. 4
   ФильтрацияFiltration and removal of the solvent in vacuo

Методика

To a stirred solution of (39) (428 mg, 1.51 mmol) in dichloromethane at 0° C. was added N-methylmorpholine (0.33 mL, 3.02 mmol) and 1-chloroethyl chloroformate (0.164 mL, 1.51 mmol). The resulting solution was stirred at 0° C. until the reaction was complete (˜30 min, as monitored by TLC) and then was diluted with dichloromethane, washed successively with cold 1N HCl solution, water and brine, then dried over anhydrous Na2SO4. Filtration and removal of the solvent in vacuo afforded the title compound (40) as a mixture of two diastereomers (530 mg, 100%), which was used without further purification in the following example. 1H—NMR (CDCl3, 400 MHz): δ 0.87 (m, 6H), 1.13 (m, 2H), 1.63 (m, 1H), 1.76 (m, 3H), 2.15 (m, 1H), 2.34 (m, 2H), 3.10 (m, 1H), 3.27 (m, 1H), 5.11 (br.s, 3H), 6.53 (q, 1H), 7.33 (m, 5H).

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