Y. F. Yong, J. Kowalski, Jason C. Thoen
1999
Citations
1
Influential Citations
46
Citations
Journal
Tetrahedron Letters
Abstract
A new reagent -- 4-nitro-1-H-pyrazole-1-[N, N′-bis(tert-butoxycarbonyl)]car☐amidine -- has been developed to effect the rapid and efficient synthesis of bis(carbamate)-protected guanidines from primary and secondary amines. The reagent is a more electrophilic, and consequently more reactive, derivative of the literature reagent 1-H-pyrazole-1-[N, N′-bis(tert-butoxycarbonyl)]car☐amidine. The increased reactivity of the new reagent affords it increased yields in solution and the need for fewer equivalents when guanylating resin-bound amines.