Transformations of cephalosporanates: The formation of 4-alkoxy- formamidoceph-2- and -3-ems

Malcolm M Campbell; Alan Henderson; Stephen J Ray

Transformations of cephalosporanates: The formation of 4-alkoxy- formamidoceph-2- and -3-ems

Malcolm M Campbell, Alan Henderson, Stephen J Ray

School of Engineering & Physical Sciences

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

Abstract

A ceph-3-emcarboxylic acid reacted with diphenylphosphoryl azide-toluene-t-butyl alcohol-triethylamine to give the 4a- and 4ß-t-butoxycarbonylceph-2-ems and a 4-t-butoxyformamidoceph-2-em. Interconversion studies on the 4a- and 4ß-esters were performed. Reaction in the presence of excess of sodium azide gave as the sole ß-lactam product a 4-t-butoxyformamidoceph-3-em.

Original language	English
Pages (from-to)	1659-1660
Number of pages	2
Journal	Journal of the Chemical Society, Perkin Transactions 1
Publication status	Published - 1979

Cite this

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title = "Transformations of cephalosporanates: The formation of 4-alkoxy- formamidoceph-2- and -3-ems",

abstract = "A ceph-3-emcarboxylic acid reacted with diphenylphosphoryl azide-toluene-t-butyl alcohol-triethylamine to give the 4a- and 4{\ss}-t-butoxycarbonylceph-2-ems and a 4-t-butoxyformamidoceph-2-em. Interconversion studies on the 4a- and 4{\ss}-esters were performed. Reaction in the presence of excess of sodium azide gave as the sole {\ss}-lactam product a 4-t-butoxyformamidoceph-3-em.",

author = "Campbell, {Malcolm M} and Alan Henderson and Ray, {Stephen J}",

year = "1979",

language = "English",

pages = "1659--1660",

journal = "Journal of the Chemical Society, Perkin Transactions 1",

issn = "1472-7781",

publisher = "Chemical Society",

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TY - JOUR

T1 - Transformations of cephalosporanates

T2 - The formation of 4-alkoxy- formamidoceph-2- and -3-ems

AU - Campbell, Malcolm M

AU - Henderson, Alan

AU - Ray, Stephen J

PY - 1979

Y1 - 1979

N2 - A ceph-3-emcarboxylic acid reacted with diphenylphosphoryl azide-toluene-t-butyl alcohol-triethylamine to give the 4a- and 4ß-t-butoxycarbonylceph-2-ems and a 4-t-butoxyformamidoceph-2-em. Interconversion studies on the 4a- and 4ß-esters were performed. Reaction in the presence of excess of sodium azide gave as the sole ß-lactam product a 4-t-butoxyformamidoceph-3-em.

AB - A ceph-3-emcarboxylic acid reacted with diphenylphosphoryl azide-toluene-t-butyl alcohol-triethylamine to give the 4a- and 4ß-t-butoxycarbonylceph-2-ems and a 4-t-butoxyformamidoceph-2-em. Interconversion studies on the 4a- and 4ß-esters were performed. Reaction in the presence of excess of sodium azide gave as the sole ß-lactam product a 4-t-butoxyformamidoceph-3-em.

M3 - Article

SN - 1472-7781

SP - 1659

EP - 1660

JO - Journal of the Chemical Society, Perkin Transactions 1

JF - Journal of the Chemical Society, Perkin Transactions 1

ER -

Transformations of cephalosporanates: The formation of 4-alkoxy- formamidoceph-2- and -3-ems

Abstract

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