Réaction #409232

ord-92368913d9c2407190b644d8376d9a3c

Équation de réaction

CC(=O)Cl
Acetyl chloride
N[C@@H](C(=O)O)c1ccccc1
D-phenylglycine
COC(=O)[C@@H](N)c1ccccc1.Cl
title compound
COC(=O)[C@@H](N)c1ccccc1.Cl
D-Phenylglycine methyl ester hydrochloride

Réactifs

Aucun

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    workup.ADDITIONWhen the addition
  2. 2
    workup.DISSOLUTIONuntil dissolved
  3. 3
    AutreThe solvent was evaporated

Mode opératoire

Acetyl chloride (4 ml) was added cautiously and dropwise to methanol (20 ml) at 0° C. over 2 minutes. When the addition was completed, D-phenylglycine (1 g, 5.9 mmol, Aldrich) was introduced in a single portion. The mixture was stirred until dissolved then allowed to stand at RT for 24 hours. The solvent was evaporated then coevaporated twice from toluene to afford the title compound as a white crystalline solid in quantitative yield. The title compound was obtained as a white crystalline solid in quantitative yield with an identical n.m.r. spectrum to the L-isomer.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US06211212B1uspto-grants-2001_04