Kishore, Gade and Gautam, Vibha and Haveli, Shrutisagar Dattatraya and Chandrasekaran, Srinivasan (2019) EFFICIENT SYNTHESIS OF O-LINKED GLYCOCONJUGATES OF AMINO ACIDS FROM CARBOHYDRATE-DERIVED DONOR-ACCEPTOR CYCLOPROPANES. In: HETEROCYCLES, 99 (1). pp. 200-212.
Full text not available from this repository.Abstract
N-Iodosuccinimide (NIS) mediated ring opening of carbohydrate-derived donor-acceptor cyclopropanes with free ``CO2H'' group of N-protected L-amino acids at ambient conditions afforded iodo derivatives of glycosyl ester of L-amino acids. The iodides were subsequently converted easily into corresponding azides using NaN3 in DMF followed by reduction with Zn/AcOH to produce ester linked glycosyl amino acids. A similar strategy was adopted to synthesize C-linked glycoamino acid derivatives from different N-protected L-amino alcohols. By using an orthogonal strategy C- and O-linked glycopeptides were also synthesized.
| Item Type: | Journal Article |
|---|---|
| Publication: | HETEROCYCLES |
| Publisher: | PERGAMON-ELSEVIER SCIENCE LTD |
| Additional Information: | Copyright of this article belongs to PERGAMON-ELSEVIER SCIENCE LTD |
| Keywords: | BUILDING-BLOCKS; GLYCOPEPTIDES; DESIGN; ESTERS; SUGAR |
| Department/Centre: | Division of Chemical Sciences > Organic Chemistry |
| Date Deposited: | 12 Feb 2020 11:33 |
| Last Modified: | 12 Feb 2020 11:33 |
| URI: | http://eprints.iisc.ac.in/id/eprint/63339 |
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