首页   按字顺浏览 期刊浏览 卷期浏览 Micellar catalysis of the intramolecular aminolysis of the β‐lactam antibiotic cephaclor
Micellar catalysis of the intramolecular aminolysis of the β‐lactam antibiotic cephaclor

 

作者: Anselmo G. Oliveira,   Michael S. Nothenberg,   Iolanda M. Cuccovia,   Hernan Chaimovich,  

 

期刊: Journal of Physical Organic Chemistry  (WILEY Available online 1991)
卷期: Volume 4, issue 1  

页码: 19-24

 

ISSN:0894-3230

 

年代: 1991

 

DOI:10.1002/poc.610040105

 

出版商: John Wiley&Sons Ltd.

 

数据来源: WILEY

 

摘要:

AbstractThe rate of intramolecular degradation of cephaclor, involving the attack of the amino group at C‐17 (N‐18) on the β‐lactam carbonyl, was increased up to 50‐fold by neutral (polyoxyethylene‐23 lauryl ether; Brij) and zwitterionic [3‐(N‐dodecyl‐N,N‐dimethylammonium) propane 1‐sulphonate; (SDP)] micelles. The rate ofOH−attack on cephaclor was increased 2–3‐fold by Brij andSDPmicelles. In the absence of micelles the rate of intramolecular degradation of cephaclor increased by up to 2‐fold by addition of organic solvents. Distance calculations, based on the crystal structure of the antibiotic, showed that the intramolecular degration can only proceed in a conformation involving acis‐amide bond (N‐14—C‐15). Micellar catalysis of the intramolecular degradation process was proposed to be due to the stabil

 

点击下载:  PDF (405KB)



返 回