Mezlocillin synthesis

1synthesis methods

Product Name:Mezlocillin
CAS Number:51481-65-3
Molecular formula:C21H25N5O8S2
Molecular Weight:539.58

Mezlocillin, (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(R)-2-[(3-methylsulfonyl)-2- oxoimidazolidin-1-carboxamido]-2-phenylacetamido]-4-thia-1-azabicyclo[3.2.0]-heptan-2- carboxylic acid (32.1.1.27), is synthesized by acylating ampicillin (32.1.1.16) with 3-chlorocarbonyl-1-methansulfonyl-2-imidazolidinone (32.1.1.26) in the presence of triethylamine. The necessary 3-chlorocarbonyl-1-methansulfonyl-2-imidazolidinone (32.1.1.26) is synthesized by sulfonating 2-imidazolidinone with methanesulfonyl chloride, which forms 1-methanesulfonyl-2-imidazolidinone (32.1.1.25) and its subsequent reaction with phosgene.

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41762-76-9 Synthesis

3-Chlorocarbonyl-1-methanesulfonyl-2-imidazolidinone

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Yield: 90.5%

Reaction Conditions:

with sodium hydroxide in water for 3 h;

References:

Koenig, H.-B.;Metzger, K. G.;Offe, H.-A.;Schroeck, W. [Arzneimittel-Forschung/Drug Research,1983,vol. 33,# 1,p. 88 - 90]

Mezlocillin Related Search:

Dimethyl ether Dimethyl carbonate N,N-Dimethyl-1,4-phenylenediamine Acetaminophen Dimethyl sulfoxide Dimethyl sebacate Azlocillin sodium 6-Aminopenicillanic acid Heptane Imidazole