(1α)-4-(Chloromethyl)-7-oxo-8β-amino-2-thia-6-azabicyclo[4.2.0]octa-4-ene-5-carboxylic acid 4-methoxybenzyl ester

Base Information

• Chemical Name: (1α)-4-(Chloromethyl)-7-oxo-8β-amino-2-thia-6-azabicyclo[4.2.0]octa-4-ene-5-carboxylic acid 4-methoxybenzyl ester
• CAS No.: 106773-36-8
• Molecular Formula: C16H17ClN2O4S
• Molecular Weight: 368.841
• Mol file: 106773-36-8.mol

Synonyms:p-methoxybenzyl 7β-amino-3-chloromethyl-3-cephem-4-carboxylate;4-Methoxybenzyl <6R,7R>-7-amino-3-chloromethylceph-3-em-4-carboxylate;4-methoxybenzyl 7-amino-3-(chloromethyl)ceph-3-em-4-carboxylate;p-methoxy benzyl 7β-amino-3-chloromethyl-3-cephem-4-carboxylate;p-methoxybenzyl-7-amino-3-chloromethyl-3-cephem-4-carboxylate;p-methoxybenzyl 7-amino-3-chloromethyl-3-cephem-4-carboxylate;(6R,7R)-7-Amino-3-chloromethyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxybenzyl ester;(6R,7R)-7-Amino-3-chloromethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester;

Chemical Property of (1α)-4-(Chloromethyl)-7-oxo-8β-amino-2-thia-6-azabicyclo[4.2.0]octa-4-ene-5-carboxylic acid 4-methoxybenzyl ester

Chemical Property:

• PSA: 107.16000
• LogP: 2.11190

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1α)-4-(Chloromethyl)-7-oxo-8β-amino-2-thia-6-azabicyclo[4.2.0]octa-4-ene-5-carboxylic acid 4-methoxybenzyl ester

There total 1 articles about (1α)-4-(Chloromethyl)-7-oxo-8β-amino-2-thia-6-azabicyclo[4.2.0]octa-4-ene-5-carboxylic acid 4-methoxybenzyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(6R,7R)-3-Chloromethyl-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester (104146-10-3) → 4-methoxybenzyl-7-amino-3-chloromethyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride (106773-36-8)

Guidance literature:

With pyridine; phosphorus pentachloride; In dichloromethane; at 0 ℃; for 2h;

Reference yield: 65.0%

p-methoxybenzyl 7-amino-3-chloromethyl-ceph-3-em-4-carboxylate (106773-36-8) + 4-aminotiophenol (1193-02-8) → C22H23N3O4S2

Guidance literature:

p-methoxybenzyl 7-amino-3-chloromethyl-ceph-3-em-4-carboxylate; With triethylamine; In dichloromethane; for 0.333333h; Inert atmosphere; Cooling with ice;

4-aminotiophenol; With 4-methyl-morpholine; In dichloromethane; for 1h; Inert atmosphere; Cooling with ice;

Reference yield: 62.0%

4-methoxybenzyl-7-amino-3-chloromethyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride (106773-36-8) + 2-(2-aminothiazol-4-yl)-2-(methoxy)iminoacetic acid (64485-90-1) → 4-methoxybenzyl-(Z)-3-(chloromethyl)-7-(2-(methoxyimino)-2-(2-(tritylamino)thiazol-4-yl)acetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate (116252-38-1)

Guidance literature:

2-(2-aminothiazol-4-yl)-2-(methoxy)iminoacetic acid; With phosphorus pentachloride; In dichloromethane; at 0 ℃; for 1.5h;

4-methoxybenzyl-7-amino-3-chloromethyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride; With N,O-bis(trimethylsilyl)acetamide; In acetonitrile; for 1h;

upstream raw materials:

(6R,7R)-3-Chloromethyl-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

Downstream raw materials:

(6R,7S)-7-Amino-3-chloromethyl-7-formylamino-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

7-Amino-3-(2,2-dimethoxy-ethylthiocarbamoylsulfanylmethyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

(6R,7R)-3-Chloromethyl-7-{2-[(Z)-hydroxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

4-methoxybenzyl-(Z)-3-(chloromethyl)-7-(2-(methoxyimino)-2-(2-(tritylamino)thiazol-4-yl)acetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Refernces