Porcheddu, Andrea and De Luca, Lidia Vera Giovanna and Giacomelli, Giampaolo (2009) A Mild and inexpensive procedure for the synthesis of n,n′-di-Boc-protected guanidines. Synlett, Vol. 2009 (20), p. 3368-3372. eISSN 1437-2096. Article.
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A novel and efficient synthetic procedure for converting a diverse set of amines to N,N′-di-Boc-protected guanidines is described. The methodology comprises the use of cyanuric chloride (TCT) as activating reagent for di-Boc-thiourea. The employ of inexpensive TCT instead of classical HgCl2 eliminates the environmental hazard of heavy-metal waste without appreciable loss of yield or reactivity. This protocol provides an alternative route for the guanylation of amines from those currently employed.
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