An expedient synthesis of benzyl 2,3,4-tri-O-benzyl-β-d-glucopyranoside and benzyl 2,3,4-tri-O-benzyl-β-d-mannopyranoside
Publication type: Journal Article
Publication date: 2005-05-01
scimago Q3
wos Q2
SJR: 0.423
CiteScore: 4.0
Impact factor: 2.5
ISSN: 00086215, 1873426X
PubMed ID:
15797138
Organic Chemistry
Biochemistry
General Medicine
Analytical Chemistry
Abstract
An efficient three-step synthesis of benzyl 2,3,4-tri-O-benzyl-beta-D-glucopyranoside, a widely used building block in carbohydrate chemistry, is described. The key step is the selective debenzylation-acetylation of perbenzylated beta-glucose using ZnCl2-Ac2O-HOAc. This approach was also used to affect an efficient three-step synthesis of benzyl 2,3,4-tri-O-benzyl-beta-D-mannopyranoside.
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49
Total citations:
49
Citations from 2024:
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(10.2%)
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GOST
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Lu W., Navidpour L., Taylor S. D. An expedient synthesis of benzyl 2,3,4-tri-O-benzyl-β-d-glucopyranoside and benzyl 2,3,4-tri-O-benzyl-β-d-mannopyranoside // Carbohydrate Research. 2005. Vol. 340. No. 6. pp. 1213-1217.
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Lu W., Navidpour L., Taylor S. D. An expedient synthesis of benzyl 2,3,4-tri-O-benzyl-β-d-glucopyranoside and benzyl 2,3,4-tri-O-benzyl-β-d-mannopyranoside // Carbohydrate Research. 2005. Vol. 340. No. 6. pp. 1213-1217.
Cite this
RIS
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TY - JOUR
DO - 10.1016/j.carres.2005.02.013
UR - https://doi.org/10.1016/j.carres.2005.02.013
TI - An expedient synthesis of benzyl 2,3,4-tri-O-benzyl-β-d-glucopyranoside and benzyl 2,3,4-tri-O-benzyl-β-d-mannopyranoside
T2 - Carbohydrate Research
AU - Lu, Wallach
AU - Navidpour, Latifeh
AU - Taylor, Scott D.
PY - 2005
DA - 2005/05/01
PB - Elsevier
SP - 1213-1217
IS - 6
VL - 340
PMID - 15797138
SN - 0008-6215
SN - 1873-426X
ER -
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BibTex (up to 50 authors)
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@article{2005_Lu,
author = {Wallach Lu and Latifeh Navidpour and Scott D. Taylor},
title = {An expedient synthesis of benzyl 2,3,4-tri-O-benzyl-β-d-glucopyranoside and benzyl 2,3,4-tri-O-benzyl-β-d-mannopyranoside},
journal = {Carbohydrate Research},
year = {2005},
volume = {340},
publisher = {Elsevier},
month = {may},
url = {https://doi.org/10.1016/j.carres.2005.02.013},
number = {6},
pages = {1213--1217},
doi = {10.1016/j.carres.2005.02.013}
}
Cite this
MLA
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Lu, Wallach, et al. “An expedient synthesis of benzyl 2,3,4-tri-O-benzyl-β-d-glucopyranoside and benzyl 2,3,4-tri-O-benzyl-β-d-mannopyranoside.” Carbohydrate Research, vol. 340, no. 6, May. 2005, pp. 1213-1217. https://doi.org/10.1016/j.carres.2005.02.013.