An improvement for the synthesis of clarithromycin

Jian Hua Liang; Guo Wei Yao

An improvement for the synthesis of clarithromycin

Jian Hua Liang^*
, Guo Wei Yao

^*Corresponding author for this work

School of Chemistry and Chemical Engineering

Beijing Institute of Technology

Research output: Contribution to journal › Article › peer-review

2 Citations (Scopus)

Abstract

2′,4″-O-bis(trimethylsilyl)erythromycin A 9-0-(1- ethoxycyclohexyl)oxime was prepared for the regioselective methylation by using 1-ethoxycyclohexene as etherification agents and 1,1,1,3,3,3- hexamethyldisilazane as silylation reagents. Four successive reactions from erythromycin A oxime to clarithromycin were operated in the form of one-pot protection (including etherification and silylation), regioselective methylation and one-pot deprotection with overall yield 49.5%.

Original language	English
Pages (from-to)	438-441
Number of pages	4
Journal	Chinese Journal of Organic Chemistry
Volume	25
Issue number	4
Publication status	Published - Apr 2005

Keywords

Clarithromycin
Etherification
Regioselectivity
Silylation

Cite this

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title = "An improvement for the synthesis of clarithromycin",

abstract = "2′,4″-O-bis(trimethylsilyl)erythromycin A 9-0-(1- ethoxycyclohexyl)oxime was prepared for the regioselective methylation by using 1-ethoxycyclohexene as etherification agents and 1,1,1,3,3,3- hexamethyldisilazane as silylation reagents. Four successive reactions from erythromycin A oxime to clarithromycin were operated in the form of one-pot protection (including etherification and silylation), regioselective methylation and one-pot deprotection with overall yield 49.5\%.",

keywords = "Clarithromycin, Etherification, Regioselectivity, Silylation",

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

year = "2005",

month = apr,

language = "English",

volume = "25",

pages = "438--441",

journal = "Chinese Journal of Organic Chemistry",

issn = "0253-2786",

publisher = "Science Press",

number = "4",

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T1 - An improvement for the synthesis of clarithromycin

AU - Liang, Jian Hua

AU - Yao, Guo Wei

PY - 2005/4

Y1 - 2005/4

N2 - 2′,4″-O-bis(trimethylsilyl)erythromycin A 9-0-(1- ethoxycyclohexyl)oxime was prepared for the regioselective methylation by using 1-ethoxycyclohexene as etherification agents and 1,1,1,3,3,3- hexamethyldisilazane as silylation reagents. Four successive reactions from erythromycin A oxime to clarithromycin were operated in the form of one-pot protection (including etherification and silylation), regioselective methylation and one-pot deprotection with overall yield 49.5%.

AB - 2′,4″-O-bis(trimethylsilyl)erythromycin A 9-0-(1- ethoxycyclohexyl)oxime was prepared for the regioselective methylation by using 1-ethoxycyclohexene as etherification agents and 1,1,1,3,3,3- hexamethyldisilazane as silylation reagents. Four successive reactions from erythromycin A oxime to clarithromycin were operated in the form of one-pot protection (including etherification and silylation), regioselective methylation and one-pot deprotection with overall yield 49.5%.

KW - Clarithromycin

KW - Etherification

KW - Regioselectivity

KW - Silylation

UR - https://www.scopus.com/pages/publications/19444373013

M3 - Article

AN - SCOPUS:19444373013

SN - 0253-2786

VL - 25

SP - 438

EP - 441

JO - Chinese Journal of Organic Chemistry

JF - Chinese Journal of Organic Chemistry

IS - 4

ER -

An improvement for the synthesis of clarithromycin

Abstract

Keywords

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