Synthesis and use of benzyl tert-butyl iminodicarbonate, a versatile reagent for the preparation of amines

L Grehn, U Ragnarsson

Index: Grehn, Leif; Ragnarsson, Ulf Collection of Czechoslovak Chemical Communications, 1988 , vol. 53, # 11B p. 2778 - 2786

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Citation Number: 15

Abstract

Abstract An efficient synthesis of benzyl tert-butyl iminodicarbonate (IV), starting from benzoyl isocyanate, is reported. Reaction of the isocyanate with benzyl alcohol gave benzyl N-benzoylcarbamate (II) which on exhaustive tert-butoxycarbonylation via the non-isolated triacyl amine III, after aminolysis, provided the title compound. The sodium salt V was alkylated with various halides under Gabriel conditions to give in high yields the ...