Réaction #51338

ord-67ada832f8c24662847c20f8da7631de

Équation de réaction

C[C@H](N)C(=O)O
L-alanine
O=S(Cl)Cl
thionyl chloride
CC(C)CO
isobutanol
→
CC(C)COC(=O)[C@H](C)N.Cl
L-alanine iso-butyl ester hydrochloride

Réactifs

—
(D,L)-alanine
C[C@H](N)C(=O)O
L-alanine
O=S(Cl)Cl
thionyl chloride
CC(C)CO
isobutanol

Réactifs

Aucun

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Autrethe volatiles were removed completely on a rotavapor of 90° C. under reduced pressure

Mode opératoire

A mixture of 35.64 g (0.4 mol) of (D,L)-alanine (Aldrich) (or L-alanine (Aldrich)); 44 mL (0.6 mol) of thionyl chloride (Aldrich) and 200 mL of isobutanol was refluxed for 1.5 hours and the volatiles were removed completely on a rotavapor of 90° C. under reduced pressure to give (D,L)-alanine iso-butyl ester hydrochloride (or L-alanine iso-butyl ester hydrochloride), which was pure enough to be used for further transformations.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US06849650B2uspto-grants-2005_02