Reaktion #41859

Reaktionsgleichung

(S)-2-amino-3-(4-hydroxy-phenyl)-2-methyl-propionic acid methyl ester hydrochloride

NaHCO3

benzyl chloroformate

→

(S)-2-Benzyloxycarbonylamino-3-(4-hydroxy-phenyl)-2-methyl-propionic acid methyl ester

Lösungsmittel

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONaddition
2. 2
   Sonstigethe reaction
3. 3
   SonstigeThe mixture was partitioned
4. 4
   Sonstigethe organic phase was separated
5. 5
   Trocknendried over Na2SO4
6. 6
   Einengenconcentrated
7. 7
   SonstigeThe crude product was used directly in the subsequent reaction without purification

Vorschrift

To a suspension of (S)-2-amino-3-(4-hydroxy-phenyl)-2-methyl-propionic acid methyl ester hydrochloride in ethyl acetate (25 mL) was added 1N NaHCO3 solution (12.5 ml.) and the mixture was stirred rapidly at ambient temperature for the addition of neat benzyl chloroformate (0.859 g, 1.01 eq., 5.05 mmol). Following addition, the reaction mixture was stirred for an additional hour; TLC and LC-MS analysis showed the reaction to be complete. The mixture was partitioned and the organic phase was separated and dried over Na2SO4 and concentrated. The crude product was used directly in the subsequent reaction without purification.

Quelle