Regioselectivity and crystal structure of erythromycin A oxime ketal derivatives

Jian Hua Liang; Guo Wei Yao; Zhi Ling Cao

doi:10.1007/s11224-006-9112-3

Regioselectivity and crystal structure of erythromycin A oxime ketal derivatives

Jian Hua Liang^*
, Guo Wei Yao
, Zhi Ling Cao

^*此作品的通讯作者

化学与化工学院

Beijing Institute of Technology

科研成果: 期刊稿件 › 文章 › 同行评审

3 引用（Scopus）

摘要

Three crystal structures of 2′, 4″-O-bis(trimethylsilyl) erythromycin A oxime ketal derivatives were determined and compared. Analogous protective groups on 9-oxime possessed various conformations, which resulted in very different steric congestion around 11-OH. The study on the conformations revealed the origin of the difference of regioselectivity as well as the reversal of selectivity from 11-OH to 6-OH.

源语言	英语
页（从-至）	649-653
页数	5
期刊	Structural Chemistry
卷	17
期	6
DOI	https://doi.org/10.1007/s11224-006-9112-3
出版状态	已出版 - 12月 2006

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title = "Regioselectivity and crystal structure of erythromycin A oxime ketal derivatives",

abstract = "Three crystal structures of 2′, 4″-O-bis(trimethylsilyl) erythromycin A oxime ketal derivatives were determined and compared. Analogous protective groups on 9-oxime possessed various conformations, which resulted in very different steric congestion around 11-OH. The study on the conformations revealed the origin of the difference of regioselectivity as well as the reversal of selectivity from 11-OH to 6-OH.",

keywords = "Crystal, Erythromycin, Macrolide, Regioselectivity",

author = "Liang, \{Jian Hua\} and Yao, \{Guo Wei\} and Cao, \{Zhi Ling\}",

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AU - Liang, Jian Hua

AU - Yao, Guo Wei

AU - Cao, Zhi Ling

PY - 2006/12

Y1 - 2006/12

N2 - Three crystal structures of 2′, 4″-O-bis(trimethylsilyl) erythromycin A oxime ketal derivatives were determined and compared. Analogous protective groups on 9-oxime possessed various conformations, which resulted in very different steric congestion around 11-OH. The study on the conformations revealed the origin of the difference of regioselectivity as well as the reversal of selectivity from 11-OH to 6-OH.

AB - Three crystal structures of 2′, 4″-O-bis(trimethylsilyl) erythromycin A oxime ketal derivatives were determined and compared. Analogous protective groups on 9-oxime possessed various conformations, which resulted in very different steric congestion around 11-OH. The study on the conformations revealed the origin of the difference of regioselectivity as well as the reversal of selectivity from 11-OH to 6-OH.

KW - Crystal

KW - Erythromycin

KW - Macrolide

KW - Regioselectivity

UR - https://www.scopus.com/pages/publications/33845489987

U2 - 10.1007/s11224-006-9112-3

DO - 10.1007/s11224-006-9112-3

M3 - Article

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VL - 17

SP - 649

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JO - Structural Chemistry

JF - Structural Chemistry

IS - 6

ER -

Regioselectivity and crystal structure of erythromycin A oxime ketal derivatives

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