(5R,6R)-3-((E)-2-Acetylamino-vinylsulfanyl)-6-[(S)-1-(4-nitro-benzenesulfonyloxy)-ethyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

Base Information

• Chemical Name: (5R,6R)-3-((E)-2-Acetylamino-vinylsulfanyl)-6-[(S)-1-(4-nitro-benzenesulfonyloxy)-ethyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester
• CAS No.: 84465-85-0
• Molecular Formula: C₂₆H₂₄N₄O₁₁S₂
• Molecular Weight: 632.629

Synonyms:

Chemical Property of (5R,6R)-3-((E)-2-Acetylamino-vinylsulfanyl)-6-[(S)-1-(4-nitro-benzenesulfonyloxy)-ethyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (5R,6R)-3-((E)-2-Acetylamino-vinylsulfanyl)-6-[(S)-1-(4-nitro-benzenesulfonyloxy)-ethyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

There total 1 articles about (5R,6R)-3-((E)-2-Acetylamino-vinylsulfanyl)-6-[(S)-1-(4-nitro-benzenesulfonyloxy)-ethyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester 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:

p-Nitrobenzyl (5R,6R)-3-[(E)-2-acetamidoethenylthio]-6-[(1S)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate (72584-13-5) + 4-Nitrobenzenesulfonyl chloride (98-74-8) → (5R,6R)-3-((E)-2-Acetylamino-vinylsulfanyl)-6-[(S)-1-(4-nitro-benzenesulfonyloxy)-ethyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester (84465-85-0)

Guidance literature:

With 4-methyl-morpholine; dmap; In tetrahydrofuran; for 18h; Ambient temperature;

DOI:10.1016/S0040-4039(00)94136-4

Reference yield: 19.0%

(5R,6R)-3-((E)-2-Acetylamino-vinylsulfanyl)-6-[(S)-1-(4-nitro-benzenesulfonyloxy)-ethyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester (84465-85-0) → p-nitrobenzyl (5R)-3-<(E)-2-acetamidoethenylthio>-6-(E)-ethylidene-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate (73521-60-5) + (5R,6R)-3-((E)-2-Acetylamino-vinylsulfanyl)-6-((R)-1-azido-ethyl)-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; for 2h; Ambient temperature;

DOI:10.1016/S0040-4039(00)94136-4

upstream raw materials:

p-Nitrobenzyl (5R,6R)-3-[(E)-2-acetamidoethenylthio]-6-[(1S)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

4-Nitrobenzenesulfonyl chloride

Downstream raw materials:

p-nitrobenzyl (5R)-3-<(E)-2-acetamidoethenylthio>-6-(E)-ethylidene-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate

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