21473-22-3Relevant articles and documents
Synthesis of (Carbo)nucleoside analogues by [3+2] annulation of aminocyclopropanes
Racine, Sophie,Denanteuil, Florian,Serrano, Eloisa,Waser, Jerome
supporting information, p. 8484 - 8487 (2014/08/18)
(Carbo)nucleoside derivatives constitute an important class of pharmaceuticals, yet there are only few convergent methods to access new analogues. Here, we report the first synthesis of thymine-, uracil-, and 5-fluorouracil-substituted diester donor-acceptor cyclopropanes and their use in the indium- and tin-catalyzed [3+2] annulations with aldehydes, ketones, and enol ethers. The obtained diester products could be easily decarboxylated and reduced to the corresponding alcohols. The method gives access to a broad range of new (carbo)nucleoside analogues in only four or five steps and will be highly useful for the synthesis of libraries of bioactive compounds.
Deprotection of N-BOC compounds
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Page/Page column 3, (2009/07/10)
Organic compounds having nitrogen atoms protected with t-butoxycarbonyl are effectively deprotected by heating in a fluorinated alcohol solution.
Benzhydryl as an efficient selective nitrogen protecting group for uracils
Wu, Fan,Buhendwa, Musole G.,Weaver, Donald F.
, p. 9307 - 9309 (2007/10/03)
Regioselective N-substitution of the less active nitrogen within uracil analogues has been achieved following preliminary N-protection at the more active N-position with a benzhydryl protecting group. This protecting group is stable to concentrated HCl (a
