7-Amino-3 chloromethyl-3-cephem-4-carboxylic Acid p-Methoxybenzyl Ester Hydrochloride

• CAT Number: R009286
• CAS Number: 113479-65-5
• Molecular Formula: C16H18Cl2N2O4S
• Molecular Weight: 405.29
• Purity: ≥95%
• Synonyms: (6R,7R)-7-Amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid (4-Methoxyphenyl)methyl Ester Hydrochloride
• Storage: Store at -20C
• IUPAC Name: (4-methoxyphenyl)methyl (6R,7R)-7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate;hydrochloride
• InChI: InChI=1S/C16H17ClN2O4S.ClH/c1-22-11-4-2-9(3-5-11)7-23-16(21)13-10(6-17)8-24-15-12(18)14(20)19(13)15;/h2-5,12,15H,6-8,18H2,1H3;1H/t12-,15-;/m1./s1
• InChIKey: LYIIGHOYDRRHAJ-XRZFDKQNSA-N
• SMILES: COC1=CC=C(C=C1)COC(=O)C2=C(CS[C@H]3N2C(=O)[C@H]3N)CCl.Cl

7-Amino-3-chloromethyl-3-cephem-4-carboxylic acid p-methoxybenzyl ester hydrochloride（Cat No.:R009286）is a chemical intermediate used in the synthesis of cephalosporin antibiotics. As part of the β-lactam antibiotic class, this compound features a cephem nucleus, which is crucial for its antibacterial activity. The 7-amino and 3-chloromethyl groups are key reactive sites that allow for further chemical modifications to enhance antibiotic properties, such as improved spectrum of activity or resistance to β-lactamase enzymes. This intermediate is essential in developing new cephalosporin derivatives used to combat bacterial infections.

Reference

1.Brown, R., et al.: J. Med. Chem., 33, 2114 (1990)
2.Minnick, A., et al.: J. Antimicrob. Agents Chemother., 36, 840 (1992)
3.Tsuji, K., et al.: Bioorg. Med. Chem., 4, 2135 (1996)
4.Kinzel, O., et al.: J. Antibiot., 51, 499 (1998)