Convenient Preparation of Alkyl Benzyl Imidodicarbonates, Useful Reagents for the Direct Synthesis of Protected Amines

Article abstract of DOI:10.1055/s-1988-27780

New mixed alkyl benzyl imidodicarbonates were prepared by reaction of benzyloxycarbonyl isocyanate with appropriate alcohols.This simple procedure also furnished alternative, more convenient routes to dibenzyl and benzyl 9-fluorenylmethyl imidodicarbonates.The substances are of interest as potential Gabriel reagents.Completely selective removal of one of the alkoxycarbonyl groups from the N-atom of the imidodicarbonates was demonstrated in several instances, giving benzyl carbamate or the alternative carbamate.