p-methoxybenzyl (6R,7R)-7-[(Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(ethoxyimino)acetamido]-3-chloromethyl-3-cephem-4-carboxylate

Base Information

• Chemical Name: p-methoxybenzyl (6R,7R)-7-[(Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(ethoxyimino)acetamido]-3-chloromethyl-3-cephem-4-carboxylate
• CAS No.: 142266-02-2
• Molecular Formula: C₂₂H₂₃ClN₆O₆S₂
• Molecular Weight: 567.046
• Mol file: 142266-02-2.mol

Synonyms:

Chemical Property of p-methoxybenzyl (6R,7R)-7-[(Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(ethoxyimino)acetamido]-3-chloromethyl-3-cephem-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-methoxybenzyl (6R,7R)-7-[(Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(ethoxyimino)acetamido]-3-chloromethyl-3-cephem-4-carboxylate

There total 2 articles about p-methoxybenzyl (6R,7R)-7-[(Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(ethoxyimino)acetamido]-3-chloromethyl-3-cephem-4-carboxylate 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:

2-Ethoxyimino-2-(5-amino-1,2,4-thiadiazole-3-yl)-acetic acid (75028-24-9) + para-methoxybenzyl (6R,7R)-7-amino-3-chloromethyl-3-cephem-4-carboxylate hydrochloride → p-methoxybenzyl (6R,7R)-7-[(Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(ethoxyimino)acetamido]-3-chloromethyl-3-cephem-4-carboxylate (142266-02-2)

Guidance literature:

para-methoxybenzyl (6R,7R)-7-amino-3-chloromethyl-3-cephem-4-carboxylate hydrochloride; With 4-methyl-morpholine; In ethyl acetate; at -5 ℃;

2-Ethoxyimino-2-(5-amino-1,2,4-thiadiazole-3-yl)-acetic acid; With 4-methyl-morpholine; trichlorophosphate; In ethyl acetate; at -15 - 0 ℃;

DOI:10.7164/antibiotics.55.975

Reference yield:

(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; compound with toluene-4-sulfonic acid + (5-Amino-[1,2,4]thiadiazol-3-yl)-[(Z)-ethoxyimino]-acetyl chloride → p-methoxybenzyl (6R,7R)-7-[(Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(ethoxyimino)acetamido]-3-chloromethyl-3-cephem-4-carboxylate (142266-02-2)

Guidance literature:

With N,O-bis-(trimethylsilyl)-acetamide; In dichloromethane;

DOI:10.1016/S0968-0896(00)00214-5

Reference yield:

p-methoxybenzyl (6R,7R)-7-[(Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(ethoxyimino)acetamido]-3-chloromethyl-3-cephem-4-carboxylate (142266-02-2) → (6R,7R)-7-{2-(5-Amino-[1,2,4]thiadiazol-3-yl)-2-[(Z)-ethoxyimino]-acetylamino}-3-iodomethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

Guidance literature:

With sodium iodide; In acetone; at 20 ℃;

DOI:10.1016/S0968-0896(00)00214-5

upstream raw materials:

2-Ethoxyimino-2-(5-amino-1,2,4-thiadiazole-3-yl)-acetic acid