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Benzyl chloroformate → (2S)-2-{[(Benzyloxy)carbonyl]amino}-3-cyanopropanoic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Benzyl chloroformate | HCID 10387 | — |
| 反応物 | N,N-Bis(trimethylsilyl)trifluoroacetamide | HCID 65279 | — |
| 反応物 | 3-cyano-L-alanine | HCID 439742 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | (2S)-2-{[(Benzyloxy)carbonyl]amino}-3-cyanopropanoic acid | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05414013 |
| 出典データセット | uspto-grants-1995_05 |
| ORD ID | ord-2d03759392e14e04aca18497b4e5b596 |
| 出典メモ | uspto-grants-1995_05 |