Synthesis and Crystal Structure of Erythromycin A 9-(1-Iso- propoxycyclohexyl) oxime

Chin. J. Org. Chem. ›› 2003, Vol. 23 ›› Issue (8): 841-845. Previous Articles Next Articles

红霉素A9-（1-异丙氧基环已基）肟的合成及其晶体结构

梁建华;姚国伟;赵信岐

北京理工大学生命科学与技术学院;北京理工大学材料科学与工程学院

发布日期:2003-08-25

Synthesis and Crystal Structure of Erythromycin A 9-(1-Iso- propoxycyclohexyl) oxime

Liang Jianhua;Yao Guowei;Zhao Xinqi

School of Life Science and Technology, Beijing Institute of Technology;School of Materials Science and Engineering, Beijing Institute of Technology

Published:2003-08-25

Abstract

E- and Z-isomers of erythromycin A 9- (l- iso -propoxycyclohexyl) oxime have been synthesized and cha-racterized. The crystal structure of E-isomer was determined by X-ray single-crystal structure analysis. The crystal belongs to orthorhombic system, Flilfa space group with a =2.3101(5) nm, b =2.3761(5) nm, c =0.97066 (19) nm, 7 = 5.3279(18) nm~3, Z = 4, μ=0.088 mm~(-1), F(000) = 2064, D_c = 1.176 g/cm~3, R_1 =0.0505, R_2 = 0.0775 for 6747 unique reflections. The torsion angles of its fourteen-member erythrolide clearly elucidated the origin of regioselectivity occurring at 6-hydroxyl in the O-methylation of erythromycin A.

Key words: clarithromycin, erythromycin, ETHERIFICATION, CRYSTAL STRUCTURE, XRD

CLC Number:

O621

Cite this article

Liang Jianhua;Yao Guowei;Zhao Xinqi. Synthesis and Crystal Structure of Erythromycin A 9-(1-Iso- propoxycyclohexyl) oxime[J]. Chin. J. Org. Chem., 2003, 23(8): 841-845.

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红霉素A9-（1-异丙氧基环已基）肟的合成及其晶体结构

Synthesis and Crystal Structure of Erythromycin A 9-(1-Iso- propoxycyclohexyl) oxime

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