An Improved H-Phosphonate Approach for Practical Synthesis of Phosphoramidon

Qi SunJiangxi Key Laboratory of Organic Chemistry, Jiangxi Science and Technology Normal University, Nanchang, Jiangxi, 330013, China;High Level Engineering Research Center of Biopharmaceutical Molecules and Diagnostic Apparatuses, Jiangxi Provincial Colleges and Universities, Nanchang, Jiangxi330013, ChinaCorrespondence[email protected]

Qingkun YangJiangxi Key Laboratory of Organic Chemistry, Jiangxi Science and Technology Normal University, Nanchang, Jiangxi, 330013, China

Shanshan GongJiangxi Key Laboratory of Organic Chemistry, Jiangxi Science and Technology Normal University, Nanchang, Jiangxi, 330013, China

Jian SunJiangxi Key Laboratory of Organic Chemistry, Jiangxi Science and Technology Normal University, Nanchang, Jiangxi, 330013, China

Xingjian LiJiangxi Key Laboratory of Organic Chemistry, Jiangxi Science and Technology Normal University, Nanchang, Jiangxi, 330013, China

Guodong LiuHigh Level Engineering Research Center of Biopharmaceutical Molecules and Diagnostic Apparatuses, Jiangxi Provincial Colleges and Universities, Nanchang, Jiangxi330013, China

GRAPHICAL ABSTRACT

Abstract

An improved synthetic method based on glycosyl-1-H-phosphonate monoester intermediate has been developed for the multigram-scale preparation of phosphoramidon, a naturally occurring phosphorus-linked glycodipeptide. The inhibitor constant of the synthetic sample against thermolysin established that a high level of biological activity can be obtained following this synthetic method.

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An Improved H-Phosphonate Approach for Practical Synthesis of Phosphoramidon

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An Improved H-Phosphonate Approach for Practical Synthesis of Phosphoramidon

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