Chemical Properties
Off-white to light beige powder or flakes
Application
Benzyl carbamate is an intermediate in the synthesis of various pharmaceutical compounds. It can be also used as nondeuterated internal standards for the quantitative analysis of carisoprodol in blood.
Uses
Benzyl carbamate (Cbz) is a reagent used for the nucleophilic introduction of an amino-protected group, Benzyl carbamates can be considered as a benzyloxycarbonyl (otherwise known as carbobenzyloxy, Cbz or Z) protecting group for amino groups.
Benzyl carbamate (Cbz) protection of amines was introduced as a versatile alternative to the ethoxy carbamate group in peptide synthesis.
Uses
Carbamyl Benzyl Ester, is an intermediate in the synthesis of various pharmaceutical compounds. It can be also used as nondeuterated internal standards for the quantitative analysis of carisoprodol in blood.
Preparation
Benzyl carbamate is prepared by reacting benzyl chloroformate with ammonia. Benzyl chloroformate was slowly added to 5 times the volume of cold ammonia water (relative density 0.90) under vigorous stirring, the reaction mixture was placed at room temperature for 30 minutes, the precipitate was filtered out, washed with water and dried to obtain the finished product of benzyl carbamate.
Purification Methods
If it smells of NH3, then dry it in a vacuum desiccator and recrystallise it from 2 volumes of toluene and dry it in a vacuum desiccator again. It forms glistening plates from toluene, and can be recrystallised from H2O [Martell & Herbst J Org Chem 6 878 1941, Carter et al. Org Synth Coll Vol III 168 1955]. [Beilstein 6 IV 2278.]
