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Practical synthesis of immucillins BCX-1777 and BCX-4430

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Abstract

A practical synthesis of immucillins BCX-1777 and BCX-4430 is disclosed. Highlights of the synthesis include the addition of lithiated 9-deazapurine derivative 10 to the stable tri-O-benzyl cyclic nitrone 13 to form the imino-C-nucleoside skeleton, and an efficient copper-catalysed Ullmann-type amination to install the amino group on the heterocyclic moiety of BCX-4430.

Graphical abstract: Practical synthesis of immucillins BCX-1777 and BCX-4430

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Submitted
25 Aug 2020
Accepted
09 Oct 2020
First published
09 Oct 2020

Org. Chem. Front., 2020, Advance Article
Article type
Research Article

Practical synthesis of immucillins BCX-1777 and BCX-4430

M. Zhang, F. Xue, J. Ou, Y. Huang, F. Lu, B. Zhou, Z. Zheng, X. Liu, W. Zhong and Y. Qin, Org. Chem. Front., 2020, Advance Article , DOI: 10.1039/D0QO01026J

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