کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
5215611 1383237 2015 4 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Regioselective synthesis of 5′-amino acid esters of some nucleosides via orthogonal protecting protocol
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
Regioselective synthesis of 5′-amino acid esters of some nucleosides via orthogonal protecting protocol
چکیده انگلیسی

Amino acid esters of nucleosides at 5′-position, as peptidomimetic prodrugs, which could be actively transported by the intestinal oligopeptide transporters 1 (PepT1), bear improved oral bioavailability. We established here a regioselective synthesis of the 5′-esters of some nucleosides via an orthogonal protecting protocol with triphenylmethyl (Tr) and allyloxycarbonyl (AOC) protecting groups. A series of 5′-esters of cytarabine and gemcitabine were selectively synthesized in over 36.0% total yields. This efficient and robust methodology will be examplified for the further study of the prodrugs of large number of antiviral and anticancer nucleosides.

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron - Volume 71, Issue 9, 4 March 2015, Pages 1409-1412
نویسندگان
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