332367-41-6Relevant academic research and scientific papers
A convenient method for the alkylation of sulfamides using alkyl bromides and Mitsunobu betaine
Winum, Jean-Yves,Barragan, Véronique,Montero, Jean-Louis
, p. 601 - 603 (2001)
The alkylation of N-Boc-N′-(2-chloroethyl)sulfamide 1 by electron-deficient alkyl bromides using the Mitsunobu reagent as mild base is described. This method was also applied to the N-glycosylation of various carbohydrates and was anomerically selective.
Synthesis of 1,2,5-thiadiazolidines 1,1-dioxides (Cyclosulfamides) starting from amino acids and chlorosulfonyl isocyanate
Rega?nia, Zine,Abdaoui, Mohamed,Aouf, Nour-Eddine,Dewynter, Georges,Montero, Jean-Louis
, p. 381 - 387 (2007/10/03)
We report here a practical access to a series of five-membered cyclosulfamides (1,2,5-thiadiazolidines 1,1-dioxides) N2 substituted by the BOC group. These compounds are synthesized starting from chlorosulfonyl isocyanate and nitrogen mustards or amino acids. The derivatization of amino acids can lead to an alkyl group on C-4 with a well-defined configuration; in this case the N5 position was protected by a benzyl group. These compounds are valuable tools for asymmetric synthesis. (C) 2000 Elsevier Science Ltd.
A new family of potential oncostatics: 2-Chloroethylnitrososulfamides (CENS) - I. Synthesis, structure, and pharmacological evaluation (preliminary results)
Abdaoui, Mohamed,Dewynter, Georges,Aouf, Nourredine,Favre, Gilles,Morere, Alain,Montero, Jean-Louis
, p. 1227 - 1235 (2007/10/03)
A new series of alkylating agents, 2-chloroethylnitrososulfamides (CENS), were developed on the model of 2-chloroethylnitrosoureas. Starting from chlorosulfonyl isocyanate, a four-step synthesis (carbamoylation-sulfamoylation, Mitsunobu alkylation, deprotection, and nitrosation) gives the title compounds in a 47-58% overall yield. The selection of the nitrosation site can be directed through an alternative route. The pharmacological evaluation shows a significant oncostatic activity towards both A549 and MCF7 cell lines.
