N-Urethane-protected amino alkyl isothiocyanates: synthesis, isolation, characterization, and application to the synthesis of thioureidopeptides

VV Sureshbabu, SA Naik, HP Hemantha…

Index: Sureshbabu, Vommina V.; Naik, Shankar A.; Hemantha; Narendra; Das, Ushati; Guru Row, Tayur N. Journal of Organic Chemistry, 2009 , vol. 74, # 15 p. 5260 - 5266

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Citation Number: 31

Abstract

Synthetically useful N-Fmoc amino-alkyl isothiocyanates have been described, starting from protected amino acids. These compounds have been synthesized in excellent yields by thiocarbonylation of the monoprotected 1, 2-diamines with CS2/TEA/p-TsCl, isolated as stable solids, and completely characterized. The procedure has been extended to the synthesis of amino alkyl isothiocyanates from Boc-and Z-protected amino acids as well. ...