On August 31, 2016, Shi, Qixun; Masseroni, Daniele; Rebek, Julius published an article.Safety of Bis(2,5-dioxopyrrolidin-1-yl) glutarate The title of the article was Macrocyclization of Folded Diamines in Cavitands. And the article contained the following:
In the presence of a water-soluble cavitand, long-chain alkanediamines H2N(CH2)nNH2 (n = 11, 12, 14, 16, 18) underwent chemoselective monoacylation and macrolactamization reactions in water. The cavitand binds diamines in folded conformations that bury the hydrocarbon chains and expose the amino groups to the aqueous medium. Acylation of diamines H2N(CH2)nNH2 (n = 11, 12, 14, 16) with succinic anhydride in water in the presence of the water-soluble cavitand provided monofunctionalized amido acids HO2CCH2CH2CONH(CH2)nNH2 (n = 11, 12, 14, 16) in 64-71% yields, approx. twice the yields obtained in the absence of the cavitand. The C11- and C12-amido acids underwent macrocyclization to dilactams in the presence of the water-soluble cavitand using the coupling reagent EDC and a sulfonated N-hydroxysuccinimide in higher yields than in the absence of the cavitand. Direct reaction of diamines H2N(CH2)nNH2 (n = 11, 12, 14, 16, 18) with the N-hydroxysuccinimide diesters of succinic acid and glutaric acids in the presence of the water-soluble cavitand resulted in 54-96% yields of 17- to 25-membered dilactams, with three- to ten-fold increases in yield over reactions performed in the absence of the cavitands. The experimental process involved the reaction of Bis(2,5-dioxopyrrolidin-1-yl) glutarate(cas: 79642-50-5).Safety of Bis(2,5-dioxopyrrolidin-1-yl) glutarate
The Article related to macrolactam chemoselective preparation, succinic anhydride chemoselective acylation diamine water soluble cavitand catalyst, chemoselective macrolactamization diamine amido acid water soluble cavitand catalyst,hydroxysuccinimide succinate glutarate ester chemoselective macrolactamization diamine cavitand catalyst and other aspects.Safety of Bis(2,5-dioxopyrrolidin-1-yl) glutarate
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