Реакция #429587

Уравнение реакции

D-tryptophan methyl ester hydrochloride

triethylamine

piperonyloyl chloride

→

title compound

Выход 100.2%

(R)-Nα -(3,4-Methylenedioxyphenylcarbonyl)-tryptophan methyl ester

Выход 100.2%

Растворители

CH2Cl2

Условия реакции

Обработка

1. 1
   ПромывкаThe mixture was washed successively with water, 0.5N hydrochloric acid, water
2. 2
   СушкаAfter drying over Na2SO4 and evaporation of the solvent under reduced pressure

Методика

To a suspension of D-tryptophan methyl ester hydrochloride (10.2 g) in anhydrous CH2Cl2 (150 ml) cooled at 0° C. was added dropwise triethylamine (12.3 ml). To the resulting solution solid piperonyloyl chloride (8.16 g) was added portionwise at the same temperature, and the mixture was stirred at room temperature for 2 h. The mixture was washed successively with water, 0.5N hydrochloric acid, water, a saturated aqueous solution of NaHCO3 and again with water. After drying over Na2SO4 and evaporation of the solvent under reduced pressure, the resulting oil on trituration from hot cyclohexane afforded the title compound as a white solid (14.7 g).

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