A synthesis of 2,2,2-Trichloroethyl 2-Acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranoside
Publication type: Journal Article
Publication date: 1977-01-01
scimago Q3
wos Q4
SJR: 0.279
CiteScore: 2.6
Impact factor: 0.9
ISSN: 00049425, 14450038
General Chemistry
Abstract
The conversion of 2-acetamido-2-deoxy-D-glucose into 2-acetamido-3,4,6- tri-O-acetyl-2-deoxy-α-D-glucosyl chloride has been reinvestigated and the chloride transformed, with some modification of the literature method, into 2,2,2-trichloroethyl 2-acetamido-4,6-O-benzylidene-2- deoxy-β-D-glucoside. This compound has been converted into the title compound by the sequence acetylation, acid hydrolysis and selective acetylation. An efficient synthesis of benzyl 2,3-di-O-acetyl-β-D- galacto-pyranosideis reported and its unsuccessful selective acetylation contrasted with the above.
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McLaren J., Stick R., Webb S. A synthesis of 2,2,2-Trichloroethyl 2-Acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranoside // Australian Journal of Chemistry. 1977. Vol. 30. No. 12. p. 2689.
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McLaren J., Stick R., Webb S. A synthesis of 2,2,2-Trichloroethyl 2-Acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranoside // Australian Journal of Chemistry. 1977. Vol. 30. No. 12. p. 2689.
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RIS
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TY - JOUR
DO - 10.1071/ch9772689
UR - https://doi.org/10.1071/ch9772689
TI - A synthesis of 2,2,2-Trichloroethyl 2-Acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranoside
T2 - Australian Journal of Chemistry
AU - McLaren, JM
AU - Stick, RV
AU - Webb, S.
PY - 1977
DA - 1977/01/01
PB - CSIRO Publishing
SP - 2689
IS - 12
VL - 30
SN - 0004-9425
SN - 1445-0038
ER -
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BibTex (up to 50 authors)
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@article{1977_McLaren,
author = {JM McLaren and RV Stick and S. Webb},
title = {A synthesis of 2,2,2-Trichloroethyl 2-Acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranoside},
journal = {Australian Journal of Chemistry},
year = {1977},
volume = {30},
publisher = {CSIRO Publishing},
month = {jan},
url = {https://doi.org/10.1071/ch9772689},
number = {12},
pages = {2689},
doi = {10.1071/ch9772689}
}
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MLA
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McLaren, JM, et al. “A synthesis of 2,2,2-Trichloroethyl 2-Acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranoside.” Australian Journal of Chemistry, vol. 30, no. 12, Jan. 1977, p. 2689. https://doi.org/10.1071/ch9772689.