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

Base Information

Chemical Name:(6R,7R)-4-methoxybenzyl 3-(acetoxymethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
CAS No.:107447-98-3
Molecular Formula:C₂₆H₂₆N₂O₇S
Molecular Weight:510.568
Hs Code.:

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

There total 1 articles about (6R,7R)-4-methoxybenzyl 3-(acetoxymethyl)-8-oxo-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: 57.5%

: 859-07-4
cephaloram

: 2746-25-0
p-Methoxybenzyl bromide

: 107447-98-3
(6R,7R)-4-methoxybenzyl 3-(acetoxymethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Guidance literature:: With sodium hydrogencarbonate; In 1,4-dioxane; N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;
DOI:10.1021/jo902406b

Reference yield:

: 107447-98-3
(6R,7R)-4-methoxybenzyl 3-(acetoxymethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

: 29126-11-2
(6R,7R)-3-Methyl-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

: 101156-43-8
4-methoxybenzyl 7β-phenylacetamido-3-methylenecepham-4-carboxylate

Guidance literature:: With indium; potassium iodide; In tetrahydrofuran; water; at 45 ℃; for 3h; Title compound not separated from byproducts;
DOI:10.1016/S0040-4039(00)00512-8

Reference yield:

: 107447-98-3
(6R,7R)-4-methoxybenzyl 3-(acetoxymethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

: 29126-11-2
(6R,7R)-3-Methyl-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: KI; indium / H₂O; tetrahydrofuran / 3 h / 45 °C

2: TMSCl; pyridine / 24 h

With pyridine; indium; chloro-trimethyl-silane; potassium iodide; In tetrahydrofuran; water; 1: Reduction / 2: Rearrangement;
DOI:10.1016/S0040-4039(00)00512-8