Synthesis of 2,2,2-trichloroethyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-d-glucopyranoside, and its reaction with glycosyl halides.
Тип публикации: Journal Article
Дата публикации: 1981-10-01
scimago Q3
wos Q2
БС2
SJR: 0.423
CiteScore: 4
Impact factor: 2.5
ISSN: 00086215, 1873426X
Organic Chemistry
Biochemistry
General Medicine
Analytical Chemistry
Краткое описание
2,2,2-trichloroethyl 3,6-di- O -benzyl-2-deoxy-2-phthalimido-β- d -glucopyranoside (9) was synthesized in 6 steps from the readily available 1,3,4,6-tetra- O -acetyl-2-deoxy-2-phthalimido-β- d -glucopyranose in 25% overall yield by employing the stannyl method for the regioselective activation of hydroxyl groups. Dibenzyl ether 9 was then glycosylated with appropriate glycosyl donors to afford lactosamine and chitobiose derivatives in good yield.
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Ogawa T., NAKABAYASHI S., SASAJIMA K. Synthesis of 2,2,2-trichloroethyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-d-glucopyranoside, and its reaction with glycosyl halides. // Carbohydrate Research. 1981. Vol. 96. No. 1. pp. 29-39.
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Ogawa T., NAKABAYASHI S., SASAJIMA K. Synthesis of 2,2,2-trichloroethyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-d-glucopyranoside, and its reaction with glycosyl halides. // Carbohydrate Research. 1981. Vol. 96. No. 1. pp. 29-39.
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TY - JOUR
DO - 10.1016/s0008-6215(00)84692-3
UR - https://doi.org/10.1016/s0008-6215(00)84692-3
TI - Synthesis of 2,2,2-trichloroethyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-d-glucopyranoside, and its reaction with glycosyl halides.
T2 - Carbohydrate Research
AU - Ogawa, Tomoya
AU - NAKABAYASHI, Satoru
AU - SASAJIMA, KIKUO
PY - 1981
DA - 1981/10/01
PB - Elsevier
SP - 29-39
IS - 1
VL - 96
SN - 0008-6215
SN - 1873-426X
ER -
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@article{1981_Ogawa,
author = {Tomoya Ogawa and Satoru NAKABAYASHI and KIKUO SASAJIMA},
title = {Synthesis of 2,2,2-trichloroethyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-d-glucopyranoside, and its reaction with glycosyl halides.},
journal = {Carbohydrate Research},
year = {1981},
volume = {96},
publisher = {Elsevier},
month = {oct},
url = {https://doi.org/10.1016/s0008-6215(00)84692-3},
number = {1},
pages = {29--39},
doi = {10.1016/s0008-6215(00)84692-3}
}
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MLA
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Ogawa, Tomoya, et al. “Synthesis of 2,2,2-trichloroethyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-d-glucopyranoside, and its reaction with glycosyl halides..” Carbohydrate Research, vol. 96, no. 1, Oct. 1981, pp. 29-39. https://doi.org/10.1016/s0008-6215(00)84692-3.