Optimization of microwave-assisted synthesis of N1-ethoxymethyl-substituted cyclic inosine diphosphoribose and its analogues

doi:10.5246/jcps.2011.06.071

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Optimization of microwave-assisted synthesis of N¹-ethoxymethyl-substituted cyclic inosine diphosphoribose and its analogues

Jian Liu, Zhen-Jun Yang, Liang-Ren Zhang^*, Li-He Zhang

State Key Laboratory of Natural and Biomimetic Drugs, Peking University Health Science Center, Beijing 100191, China

Received:2011-05-20 Revised:2011-09-20 Online:2011-11-15 Published:2011-11-15
Contact: Liang-Ren Zhang*

Abstract

Abstract:

An optimized approach for the synthesis of N¹-ethoxymethyl-substituted cyclic inosine diphosphoribose (cIDPRE), an analogue of cyclic adenosine diphosphoribose (cADPR), has been developed via microwave-assisted intramolecular cyclization. The target compound has been successfully obtained through N¹-substitution, phosphorylation, cyclization and deprotection. By using this method, 8-amino and bromo-substituted cIDPRE analogues were successfully obtained in good yield. The new approach has greatly shortened the synthetic route and enhanced the overall efficiency.

Key words: cADPR, cIDPRE, Chemical synthesis, Microwave-assisted synthesis

CLC Number:

R916

Supporting:

Jian Liu, Zhen-Jun Yang, Liang-Ren Zhang^*, Li-He Zhang. Optimization of microwave-assisted synthesis of N¹-ethoxymethyl-substituted cyclic inosine diphosphoribose and its analogues[J]. , DOI: 10.5246/jcps.2011.06.071.

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Optimization of microwave-assisted synthesis of N¹-ethoxymethyl-substituted cyclic inosine diphosphoribose and its analogues

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