(6R,7S)-3-Acetoxymethyl-8-oxo-7-(2-phenoxy-acetylamino)-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Base Information

Chemical Name:(6R,7S)-3-Acetoxymethyl-8-oxo-7-(2-phenoxy-acetylamino)-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
CAS No.:127132-85-8
Molecular Formula:C₁₉H₂₀N₂O₇
Molecular Weight:388.377
Hs Code.:

Synonyms:(6R,7S)-3-Acetoxymethyl-8-oxo-7-(2-phenoxy-acetylamino)-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

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Chemical Property of (6R,7S)-3-Acetoxymethyl-8-oxo-7-(2-phenoxy-acetylamino)-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

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Technology Process of (6R,7S)-3-Acetoxymethyl-8-oxo-7-(2-phenoxy-acetylamino)-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

There total 5 articles about (6R,7S)-3-Acetoxymethyl-8-oxo-7-(2-phenoxy-acetylamino)-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 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: 70.0%

: 127132-84-7
p-nitrobenzyl (7S,6R)-7-(phenoxyacetamido)-3-(acetoxymethyl)-1-carba-1-dethia-3-cephem-4-carboxylate

: 127132-85-8
(6R,7S)-3-Acetoxymethyl-8-oxo-7-(2-phenoxy-acetylamino)-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Guidance literature:: With acetic acid; zinc; In dichloromethane; at 23 ℃; for 2h;
DOI:10.1021/jm00168a019

Reference yield:

: (6R,7S)-3-Hydroxymethyl-8-oxo-7-(2-phenoxy-acetylamino)-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

: 127132-85-8
(6R,7S)-3-Acetoxymethyl-8-oxo-7-(2-phenoxy-acetylamino)-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / tetrahydrofuran / 18 h / 0 °C

2: 70 percent / HOAc, zinc / CH₂Cl₂ / 2 h / 23 °C

With pyridine; acetic acid; zinc; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jm00168a019

Reference yield:

: 127132-83-6
p-nitrobenzyl (7S,6R)-7-(phenoxyacetamido)-3-formyl-1-carba-1-dethia-3-cephem-4-carboxylate

: 127132-85-8
(6R,7S)-3-Acetoxymethyl-8-oxo-7-(2-phenoxy-acetylamino)-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1: lithium tri(tert-butoxy)aluminum hydride / tetrahydrofuran / 1 h / -35 °C

2: pyridine / tetrahydrofuran / 18 h / 0 °C

3: 70 percent / HOAc, zinc / CH₂Cl₂ / 2 h / 23 °C

With pyridine; acetic acid; lithium tri-t-butoxyaluminum hydride; zinc; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jm00168a019