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β-Lactam Synthetic Intermediates

Intermediates for various cephalosporin antibiotics

Otsuka Chemical offers chloromethyl cephalosporin "GCLE" as a typical intermediate for cephalosporin antibiotics. In addition to "GCLE", Otsuka Chemical provides other potent intermediates, based on its own expertise and patented know-how. Otsuka Chemical can also produce advanced intermediates by customers' request to meet their specific needs.

The cephalosporin intermediate of Otsuka Chemical

GCLE 7-Phenylacetamido-3-chloromethyl-3-cephem-4-carboxylic acid p-methoxybenzyl ester

CAS No.
104146-10-3
Molecular Formula
C24H23O5N2SCl
Molecular Weight
486.95
Appearance
White~Light Yellow Powder
ELINCS
403-040-0

Convenient Deprotection of protected-Carboxylic group, “Phenol Process”

The carboxyl group of GCLE is protected by p-methoxybenzyl group. Otsuka Chemical developed “Phenol Process” as a deprotection method prior to use GCLE. The deprotection can be done only by heating the protective chemical compound at 45~50°C and for 1~2 hour in the phenol. And the reaction smoothly progresses with the addition of the acid of the catalyst quantity by necessarily responding. The isolation is conveniently possible by extracting in NaHCO3 aqueous solution, for the chemical compound with the deprotection. This method can be also applied to benzhydryl ester or t-butyl ester, and the selective deprotection is also possible by condition of reaction.

Phenol Process

β-Lactam Intermediates

β-Lactam API