(6R,7R)-4-methoxybenzyl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo-[4.2.0]oct-2-ene-2-carboxylate 5-oxide

Base Information

• Chemical Name: (6R,7R)-4-methoxybenzyl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo-[4.2.0]oct-2-ene-2-carboxylate 5-oxide
• CAS No.: 137054-66-1
• Molecular Formula: C₂₄H₂₃ClN₂O₆S
• Molecular Weight: 502.975
• Mol file: 137054-66-1.mol

Synonyms:(6R,7R)-4-methoxybenzyl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo-[4.2.0]oct-2-ene-2-carboxylate 5-oxide

Chemical Property of (6R,7R)-4-methoxybenzyl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo-[4.2.0]oct-2-ene-2-carboxylate 5-oxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6R,7R)-4-methoxybenzyl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo-[4.2.0]oct-2-ene-2-carboxylate 5-oxide

There total 1 articles about (6R,7R)-4-methoxybenzyl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo-[4.2.0]oct-2-ene-2-carboxylate 5-oxide 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: 80.0%

(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) → (6R,7R)-4-methoxybenzyl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo-[4.2.0]oct-2-ene-2-carboxylate 5-oxide (137054-66-1)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jm400769b

Reference yield: 49.0%

(6R,7R)-4-methoxybenzyl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo-[4.2.0]oct-2-ene-2-carboxylate 5-oxide (137054-66-1) + 7-mercapto-4-methyl-2H-chromen-2-one (137215-27-1) → (6R,7R)-4-methoxybenzyl 3-(((4-methyl-2-oxo-2H-chromen-7-yl)thio)methyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 5-oxide (1450821-69-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1021/jm400769b

Reference yield:

(6R,7R)-4-methoxybenzyl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo-[4.2.0]oct-2-ene-2-carboxylate 5-oxide (137054-66-1) + 8-thioquinoline hydrochloride → 4-methoxybenzyl (6R,7R)-8-oxo-7-(2-phenylacetamido)-3-((quinolin-8-ylthio)methyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate-5-oxide

Guidance literature:

(6R,7R)-4-methoxybenzyl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo-[4.2.0]oct-2-ene-2-carboxylate 5-oxide; With sodium iodide; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

8-thioquinoline hydrochloride; With sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

DOI:10.1002/chem.202004694

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,7R)-4-methoxybenzyl 3-(((4-methyl-2-oxo-2H-chromen-7-yl)thio)methyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 5-oxide