Reaktion #1103341

Reaktionsgleichung

sodium hydrogen sulfate

(R)-2-amino-3-methylbutanoic acid

2,5-dioxopyrrolidin-1-yl 2-(trimethylsilyl)ethyl carbonate

triethylamine

→

title compound

Ausbeute 93.0%

(R)-3-methyl-2-((2-(trimethylsilyl)ethoxy)carbonylamino)butanoic acid

Ausbeute 93.0%

Lösungsmittel

dioxane water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted 3× with ethyl acetate
2. 2
   WaschenThe combined organic phases were washed with saturated sodium hydrogen sulfate, water, and brine
3. 3
   Trocknendried over sodium sulfate
4. 4
   Einengenconcentrated in-vacuo

Vorschrift

A mixture of (R)-2-amino-3-methylbutanoic acid (2.01 g, 17.16 mmol) and 2,5-dioxopyrrolidin-1-yl 2-(trimethylsilyl)ethyl carbonate (4.89 g, 18.87 mmol) in 1:1 dioxane/water (40 mL) was treated with triethylamine (3.59 mL, 25.7 mmol), and the mixture was stirred for two days at room temperature. The mixture was acidified with saturated sodium hydrogen sulfate and extracted 3× with ethyl acetate. The combined organic phases were washed with saturated sodium hydrogen sulfate, water, and brine, then dried over sodium sulfate and concentrated in-vacuo to yield the title compound (4.17 g, 15.96 mmol, 93% yield) as an amber oil.

Quelle