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HRID 36517作成日:2026年10月26日

Benzyl chloroformate → (2S)-2-{[(Benzyloxy)carbonyl]amino}-3-cyanopropanoic acid

https://huagongshe.com/reaction/36517

反応式

関与物質

役割名称HCID仕込み量
反応物Benzyl chloroformateHCID 10387—
反応物N,N-Bis(trimethylsilyl)trifluoroacetamideHCID 65279—
反応物3-cyano-L-alanineHCID 439742—
溶媒AcetonitrileHCID 6342—
生成物(2S)-2-{[(Benzyloxy)carbonyl]amino}-3-cyanopropanoic acidHCID 12771373—

反応手順

Bis (trimethylsilyl)trifluoroacetamide (9.4 mL, 35 mmol.) was added to a suspension of (αS)-amino-3-cyanopropanoic acid (2.0 g., 17.5 mmol.) in 10 mL of dry acetonitrile and the reaction mixture was stirred for 3 hours. Benzylchloroformate (2.5 mL, 17.5 mmol) was added, the reaction mixture was stirred overnight, concentrated in vacuo, and dissolved in ethyl acetate (200 mL). The organic solution was washed with water (2 x) and brine, dried (Na2SO4), and concentrated in vacuo. Crystallization from isopropyl ether yielded 3.82 g. of the title A product.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05414013
出典データセットuspto-grants-1995_05
ORD IDord-2d03759392e14e04aca18497b4e5b596
出典メモuspto-grants-1995_05