Phenyl carbamate

Chemical Properties

white to very slightly pink crystalline flakes

Uses

Phenyl carbamate is used as various phenyl carbamate esters derived from amino acids, a dipeptide and amino acid esters and amides were prepared and assessed as potential prodrugs with the aim of protecting phenolic drugs against first-pass metabolism following per oral administration.

A tin-catalyzed transcarbamoylation of primary and secondary alcohols with phenyl carbamate proceeds smoothly in toluene at 90℃ to generate the corresponding carbamates in good yields. This mild method exhibits a broad functional-group tolerance.
Y. Ichikawa, Y. Morishita, S. Kusaba, N. Sakiyama, Y. Matsuda, K. Nakano, H. Kotsuki, Synlett, 2010, 1815-1818.
http://dx.doi.org/10.1055/s-0030-1258102

Uses

Phenyl Carbamate is a robust, inert to Pd-catalysis reagent which are useful for arene functionalization/site-selective cross-coupling reactions.

Definition

ChEBI: Phenyl carbamate is an aromatic ether.