کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
5275738 1385541 2007 5 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Synthesis of N,N-Ac,Boc laurylthio sialoside and its application to O-sialylation
کلمات کلیدی
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
Synthesis of N,N-Ac,Boc laurylthio sialoside and its application to O-sialylation
چکیده انگلیسی

The combination of the 5-N-tert-butoxycarbonyl (Boc) group of laurylthio sialoside and cyclopentyl methyl ether (CPME) as a solvent enhanced the reactivity and α-selectivity of the sialyl donor during sialylation. Selective deprotection of the N-Boc group of sialoside, including an acid-sensitive isopropylidene function, was successfully achieved by Yb(OTf)3-SiO2. Transformation of N,N-Ac,Boc into an N-acetylglycolyl group of sialoglycoside was easily performed via selective N-deacylation of the mixed Ac-N-Boc carbamate, subsequent Boc group removal, and acylation.

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron Letters - Volume 48, Issue 42, 15 October 2007, Pages 7431-7435
نویسندگان
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