Synthesis of a Novel Macrolide:  9(<i>S</i>)-9-Dihydro-12-<i>O</i>-methylerythromycin A via Regioselective Methylation

Ku, Yi‐Yin; Riley, David; Grieme, Tim; Tien, J.-H.; Zhang, Xiaolin

doi:10.1021/jo9805605

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Selective O-alkylation1

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Cited by 3 publications

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“…which utilized a boron complex of 2',4"-Obis(trimethylsilyl)-9(S)-9-dihydroerythromycin A (176) (Scheme 34) [63]. Reduction of 175 with sodium borohydride without acidic work-up afforded the boron complex with the structure proposed as 176.…”

Section: Selective O-alkylationmentioning

confidence: 99%

Highlights of Semi-synthetic Developments from Erythromycin A

Wu¹

2000

CPD

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Earlier semi-synthetic studies of erythromycin A culminated in the discovery of two successful second generation macrolide antibiotics, azithromycin and clarithromycin, for the treatment of community-acquired bacterial infections. More recent structural modifications of erythromycin A have resulted in the discovery of novel ketolide antibiotics and new motilide prokinetic agents. This review is an account of the semi-synthetic developments from erythromycin A by chemical transformations.

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Section: Selective O-alkylationmentioning

confidence: 99%