Reaktion #64815

Reaktionsgleichung

Bis (trimethylsilyl)trifluoroacetamide

(αS)-amino-3-cyanopropanoic acid

Benzylchloroformate

→

(2S)-[[(Phenylmethoxy)carbonyl]amino]-3-cyanopropanoic acid

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe reaction mixture was stirred overnight
2. 2
   Einengenconcentrated in vacuo
3. 3
   workup.DISSOLUTIONdissolved in ethyl acetate (200 mL)
4. 4
   WaschenThe organic solution was washed with water (2×) and brine
5. 5
   Trocknendried (Na2SO4)
6. 6
   Einengenconcentrated in vacuo
7. 7
   SonstigeCrystallization from isopropyl ether
8. 8
   Sonstigeyielded 3.82 g

Vorschrift

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×) and brine, dried (Na2SO4), and concentrated in vacuo. Crystallization from isopropyl ether yielded 3.82 g. of the title A product.

Quelle