The first example of a one-step synthesis of 2'-O-acetyl aryl-d-glucopyranosides

Bibliographic Details
Parent link:Carbohydrate Research
Vol. 409.— 2015.— [P. 36-40]
Corporate Author: Национальный исследовательский Томский политехнический университет Институт физики высоких технологий Кафедра биотехнологии и органической химии
Other Authors: Stepanova E. V. Elena Vladimirovna, Belyanin M. L. Maksim L'vovich, Filimonov V. D. Viktor Dmitrievich, Valiev R. R. Rashid Rinatovich, Margit G. Gruner, Rogachev V. O. Victor Olegovich
Summary:Title screen
A selective acidic system for partial deacetylation of phenolic d-glucopyranosides per-acetates has been developed that allows synthesis of the corresponding 2'-O-acetyl-d-glucosides. Many disadvantages of generally used methods for preparing such mono-acyl derivatives involving multistep procedures or the use of enzymes are avoided. The ion at m/z 289 in mass spectra of their TMS derivatives indicates a particular and characteristic fragmentation pattern of these 2'-O-acetyl derivatives of d-glucopyranosides. Quantum-chemical calculations applying B3LYP/TZVP level of theory revealed the stability of 2'-O-acetyl glucopyranoside if compare with 3'-, 4'- and 6'- O-acetyl glucopyanosides.
Режим доступа: по договору с организацией-держателем ресурса
Language:English
Published: 2015
Subjects:
Online Access:http://dx.doi.org/10.1016/j.carres.2015.03.017
Format: Electronic Book Chapter
KOHA link:https://koha.lib.tpu.ru/cgi-bin/koha/opac-detail.pl?biblionumber=648884