113283-91-3Relevant articles and documents
SYNTHESIS AND USE OF BENZYL TERT-BUTYL IMINODICARBONATE, A VERSATILE REAGENT FOR THE PREPARATION OF AMINES
Grehn, Leif,Ragnarsson, Ulf
, p. 2778 - 2786 (2007/10/02)
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 corresponding benzyloxycarbonyl tert-butoxycarbonyl diprotected amines.Similarly, compound IV was alkylated with alcohols under Mitsunobu conditions to give some additional amines of this type, from which the protecting groups can be removed selectively under mild conditions.
Selective Protection of Mixed Primary-Secondary Amines. Simple Preparation of N1,N8-Bis(t-butoxycarbonyl)spermidine
Lurdes, M.,Almeida, S.,Grehn, Leif,Ragnarsson, Ulf
, p. 1250 - 1251 (2007/10/02)
A new, simple, and efficient preparative procedure of a potentially wide scope for the selective protection of mixed primary-secondary amines, based on acylation followed by exhaustive t-butoxycarbonylation is presented.