(6R,7R)-4-methoxybenzyl 8-oxo-3-(((2-oxo-2H-chromen-7-yl)oxy)methyl)-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Base Information

Chemical Name:(6R,7R)-4-methoxybenzyl 8-oxo-3-(((2-oxo-2H-chromen-7-yl)oxy)methyl)-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
CAS No.:1450821-66-5
Molecular Formula:C₃₃H₂₈N₂O₈S
Molecular Weight:612.66
Hs Code.:

Synonyms:(6R,7R)-4-methoxybenzyl 8-oxo-3-(((2-oxo-2H-chromen-7-yl)oxy)methyl)-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

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Chemical Property of (6R,7R)-4-methoxybenzyl 8-oxo-3-(((2-oxo-2H-chromen-7-yl)oxy)methyl)-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

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Technology Process of (6R,7R)-4-methoxybenzyl 8-oxo-3-(((2-oxo-2H-chromen-7-yl)oxy)methyl)-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

There total 4 articles about (6R,7R)-4-methoxybenzyl 8-oxo-3-(((2-oxo-2H-chromen-7-yl)oxy)methyl)-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-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: 39.0%

: 93-35-6
7-hydroxy-2H-chromen-2-one

: 104146-10-3
(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

: 1450821-66-5
(6R,7R)-4-methoxybenzyl 8-oxo-3-(((2-oxo-2H-chromen-7-yl)oxy)methyl)-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Guidance literature:: (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; With sodium iodide; In acetone; at 20 ℃; for 2h;

7-hydroxy-2H-chromen-2-one; With potassium carbonate; In acetonitrile; at 20 ℃; for 12h;

Reference yield:

: 104146-10-3
(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

: 1450821-66-5
(6R,7R)-4-methoxybenzyl 8-oxo-3-(((2-oxo-2H-chromen-7-yl)oxy)methyl)-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: sodium iodide / acetone / 2 h / 20 °C

2: potassium carbonate / acetonitrile / 4 h

With potassium carbonate; sodium iodide; In acetone; acetonitrile;
DOI:10.1021/jm400769b

Reference yield:

: 103-80-0
phenylacetyl chloride

: 1450821-66-5
(6R,7R)-4-methoxybenzyl 8-oxo-3-(((2-oxo-2H-chromen-7-yl)oxy)methyl)-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine; 2,6-dimethylpyridine / acetonitrile / 12 h / 20 °C

2.1: sodium iodide / acetone / 1 h / 20 °C

2.2: 2 h / 20 °C

3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.33 h / 0 °C

4.1: trifluoroacetic acid; methyl-phenyl-thioether / dichloromethane / 4 h / 0 °C

With 2,6-dimethylpyridine; methyl-phenyl-thioether; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; sodium iodide; In dichloromethane; acetone; acetonitrile;
DOI:10.1039/d0cc05315e