One-pot synthesis of glucosamine oligosaccharides

Micha Fridman; Dmitry Solomon; Shay Yogev; Timor Baasov

doi:10.1021/ol017054d

One-pot synthesis of glucosamine oligosaccharides

Micha Fridman, Dmitry Solomon, Shay Yogev, Timor Baasov^*

^*Corresponding author for this work

Technion-Israel Institute of Technology

Research output: Contribution to journal › Article › peer-review

64 Scopus citations

Abstract

Chemical equation presented Tuning the reactivity of glycosyl donors derived from 2-amino-2-deoxy glucose by selective introduction of different N-protecting (NPhth and NHTroc) and anomeric leaving groups (ethylthio and phenylthio) enabled highly efficient oligosaccharide synthesis in a one-pot manner. One-pot sequential glycosylation of three and four units of 2-amino-2-deoxy glucose gave trisaccharides and tetrasaccharide in 50-81% yields.

Original language	English
Pages (from-to)	281-283
Number of pages	3
Journal	Organic Letters
Volume	4
Issue number	2
DOIs	https://doi.org/10.1021/ol017054d
State	Published - 2002
Externally published	Yes

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title = "One-pot synthesis of glucosamine oligosaccharides",

abstract = "Chemical equation presented Tuning the reactivity of glycosyl donors derived from 2-amino-2-deoxy glucose by selective introduction of different N-protecting (NPhth and NHTroc) and anomeric leaving groups (ethylthio and phenylthio) enabled highly efficient oligosaccharide synthesis in a one-pot manner. One-pot sequential glycosylation of three and four units of 2-amino-2-deoxy glucose gave trisaccharides and tetrasaccharide in 50-81% yields.",

author = "Micha Fridman and Dmitry Solomon and Shay Yogev and Timor Baasov",

year = "2002",

doi = "10.1021/ol017054d",

language = "אנגלית",

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journal = "Organic Letters",

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AU - Solomon, Dmitry

AU - Yogev, Shay

AU - Baasov, Timor

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Y1 - 2002

N2 - Chemical equation presented Tuning the reactivity of glycosyl donors derived from 2-amino-2-deoxy glucose by selective introduction of different N-protecting (NPhth and NHTroc) and anomeric leaving groups (ethylthio and phenylthio) enabled highly efficient oligosaccharide synthesis in a one-pot manner. One-pot sequential glycosylation of three and four units of 2-amino-2-deoxy glucose gave trisaccharides and tetrasaccharide in 50-81% yields.

AB - Chemical equation presented Tuning the reactivity of glycosyl donors derived from 2-amino-2-deoxy glucose by selective introduction of different N-protecting (NPhth and NHTroc) and anomeric leaving groups (ethylthio and phenylthio) enabled highly efficient oligosaccharide synthesis in a one-pot manner. One-pot sequential glycosylation of three and four units of 2-amino-2-deoxy glucose gave trisaccharides and tetrasaccharide in 50-81% yields.

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One-pot synthesis of glucosamine oligosaccharides

Abstract

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