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

Base Information

• Chemical Name: p-nitrobenzyl (5R)-3-<(E)-2-acetamidoethenylthio>-6-(E)-ethylidene-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate
• CAS No.: 73521-60-5
• Molecular Formula: C₂₀H₁₉N₃O₆S
• Molecular Weight: 429.453

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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

There total 11 articles about p-nitrobenzyl (5R)-3-<(E)-2-acetamidoethenylthio>-6-(E)-ethylidene-7-oxo-1-azabicyclo<3.2.0>hept-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: 70.0%

p-nitrobenzyl (5R,6R)-3-<(E)-2-acetamidoethenylthio>-6-<(S)-1-ethoxysulphonyloxyethyl>-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate (73521-70-7) → 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)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 1.5h;

DOI:10.1016/S0040-4020(01)92148-9

Reference yield: 25.0%

p-nitrobenzyl (5R,6S)-3-<(E)-2-acetamidovinylthio>-6-<(R)-1-formyloxyethyl>-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate (82922-47-2) → 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) + p-nitrobenzyl (5R,6S)-3-<(E)-2-acetamidovinylthio>-6-<(R)-1-hydroxyethyl>-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate (82950-56-9)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; at 0 ℃; for 0.0833333h;

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-[(S)-1-methylsulphonyloxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

(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

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

p-nitrobenzyl (5R,6S)-3-<(E)-2-acetamidovinylthio>-6-<(R)-1-formyloxyethyl>-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate

Downstream raw materials:

C₁₇H₁₆N₄O₅S

C₁₇H₁₆N₄O₅S

p-nitrobenzyl (4'R,5R,6R)-4'methyl-3-(N-p-nitrobenzyloxycarbonyl-N',N'-dimethylcarmbamimidoylmethylthio)-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-6-spiro-5'-(4',5'-dihydro-3'H-pyrazole)-2-carboxylate

p-nitrobenzyl (4'S,5R,6S)-4'methyl-3-<2-(p-nitrobenzyloxycarbonylamino)ethylthio>-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-6-spiro-5'-(4',5'-dihydro-3'H-pyrazole)-2-carboxylate

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