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Letter

A New Approach to the Neoglycopeptides: Synthesis of Urea- and Carbamate-Tethered N-Acetyl-d-glucosamine Amino Acid Conjugates

Supporting Info

Yoshiyasu Ichikawa,* Fumiyo Ohara, Hiyoshizo Kotsuki, and Keiji Nakano

Faculty of Science, Kochi University, Akebono-cho, Kochi 780-8520, Japan

Org. Lett., 2006, 8 (22), pp 5009–5012

DOI: 10.1021/ol0616788

Publication Date (Web): September 29, 2006

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, ichikawa@kochi-u.ac.jp

Abstract

A novel approach to the synthesis of Fmoc-protected neoglycopeptide building blocks is described. Oxidation of N-acetyl-d-glucosamine isonitrile afforded the corresponding highly reactive glycopyranosyl isocyanate, which reacted with amino acid derivatives to furnish the corresponding urea- and carbamate-tethered Fmoc-protected N-acetyl-d-glucosamine amino acid conjugates in good yields.

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Published In Issue October 26, 2006
Received July 8, 2006

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Letter

A New Approach to the Neoglycopeptides: Synthesis of Urea- and Carbamate-Tethered N-Acetyl-d-glucosamine Amino Acid Conjugates

Abstract

Tools

SciFinder Links

History

Recommend & Share

Related Content

Traceless Staudinger Ligation of Glycosyl Azides with Triaryl Phosphines: Stereoselective Synthesis of Glycosyl Amides

Atomic-Scale Detection of Organic Molecules Coupled to Single-Walled Carbon Nanotubes

Assembling Heterocycle-Tethered C-Glycosyl and α-Amino Acid Residues via 1,3-Dipolar Cycloaddition Reactions

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