Description

4-Methoxybenzyl (6R,7R)-7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride (1:1) is a highly specialized cephalosporin intermediate with the molecular formula C₁₆H₁₈Cl₂N₂O₄S (CAS: 113479-65-5). This compound is a white to off-white crystalline powder, designed for research and pharmaceutical synthesis applications. It serves as a critical precursor in the development of advanced beta-lactam antibiotics, particularly cephalosporin derivatives, due to its reactive chloromethyl and amino functional groups. The product is rigorously tested for purity (≥95% by HPLC) and stability, ensuring optimal performance in synthetic workflows. Store under inert conditions at 2-8°C to maintain integrity.

Properties

• CAS Number: 113479-65-5
• Complexity: 548
• 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
• InChI Key: LYIIGHOYDRRHAJ-XRZFDKQNSA-N
• Exact Mass: 404.0364336
• Molecular Formula: C16H18Cl2N2O4S
• Molecular Weight: 405.3
• SMILES: COC1=CC=C(C=C1)COC(=O)C2=C(CS[C@H]3N2C(=O)[C@H]3N)CCl.Cl
• Topological: 107
• Monoisotopic Mass: 404.0364336
• Synonyms: EC 601-254-0, 4-Methoxybenzyl (6R,7R)-7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate hydrochloride (1:1), 4-methoxybenzyl (6R,7R)-7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride (1:1), 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-amino-3-(chloromethyl)-8-oxo-, (4-methoxyphenyl)methyl ester, hydrochloride (1:1), (6R,7R)-, 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-amino-3-(chloromethyl)-8-oxo-, (4-methoxyphenyl)methyl ester, hydrochloride (1:1), (6R,7R)-, 601-254-0, 113479-65-5, (6R,7R)-4-Methoxybenzyl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride, 7-Amino-3-chloromethyl-3-cephem-4-carboxylic acid p-methoxybenzyl ester hydrochloride, 7-Amino-3 chloromethyl-3-cephem-4-carboxylic Acid p-Methoxybenzyl Ester Hydrochloride, (4-methoxyphenyl)methyl (6R,7R)-7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate;hydrochloride, MFCD00191255, 7-Amino-3-chloromethyl-3-cephem-4-carboxylic acid p-methoxybenzyl ester, HCl, (4-methoxyphenyl)methyl (6R,7R)-7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride, LYIIGHOYDRRHAJ-XRZFDKQNSA-N, C16H18Cl2N2O4S, SCHEMBL3108183, DTXSID70554722, (6R,7R)-4-METHOXYBENZYL 7-AMINO-3-(CHLOROMETHYL)-8-OXO-5-THIA-1-AZABICYCLO[4.2.0]OCT-2-ENE-2-CARBOXYLATE HCL, AKOS007930461, CS-W018897, GS-3595, 7-Amino-3-chloromethyl-3-cephem-4-carboxylic acidp-methoxybenzyl ester hydrochloride, (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, 4-methoxybenzyl 7 beta-amino-3-chloromethyl-ceph-3-em-4-carboxylate hydrochloride, 4-methoxybenzyl 7beta-amino-3-chloromethyl-3-cephem-4-carboxylate hydrochloride, 7-AMINO-3-CHLOROMETHYL-3-CEPHEM-4-CARBOXYLIC ACID P-METHOXYBENZYL ESTER,HCL, (4-Methoxyphenyl)methyl (6R,7R)-7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate–hydrogen chloride (1/1), (6R,7R)-4-Methoxybenzyl7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylatehydrochloride, 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-amino-3-(chloromethyl)-8-oxo-, (4-methoxyphenyl)methyl ester, monohydrochloride, (6R,7R)- (9CI)

This compound is primarily used as a key intermediate in the synthesis of cephalosporin antibiotics, leveraging its reactive chloromethyl group for further functionalization. Researchers employ it in medicinal chemistry to develop novel antibacterial agents targeting resistant pathogens. Its stereospecific (6R,7R) configuration ensures compatibility with enzymatic and chemical transformations in API production.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H334 (100%): May cause allergy or asthma symptoms or breathing difficulties if inhaled [Danger Sensitization, respiratory]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P233, P260, P261, P264, P264+P265, P271, P272, P280, P284, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P333+P317, P337+P317, P342+P316, P362+P364, P403, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Skin Sens. 1 (100%)
• Eye Irrit. 2 (100%)
• Resp. Sens. 1 (100%)
• STOT SE 3 (100%)

If you are interested or have any questions, please contact us at support@atomfair.com

Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.