| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5275738 | Tetrahedron Letters | 2007 | 5 Pages |
Abstract
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.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Kiyoshi Ikeda, Keisuke Miyamoto, Masayuki Sato,