p-Nitrobenzyl (1'R,2S,4R,6R,7S)-7-<(1-Methylsulfonyloxy)ethyl>-8-oxo-1-azatricyclo<4.2.0.0^2,4>octane-2-carboxylate

Base Information

• Chemical Name: p-Nitrobenzyl (1'R,2S,4R,6R,7S)-7-<(1-Methylsulfonyloxy)ethyl>-8-oxo-1-azatricyclo<4.2.0.0^2,4>octane-2-carboxylate
• CAS No.: 143377-01-9
• Molecular Formula: C₁₈H₂₀N₂O₈S
• Molecular Weight: 424.431

Synonyms:p-Nitrobenzyl (1'R,2S,4R,6R,7S)-7-<(1-Methylsulfonyloxy)ethyl>-8-oxo-1-azatricyclo<4.2.0.0^2,4>octane-2-carboxylate

Chemical Property of p-Nitrobenzyl (1'R,2S,4R,6R,7S)-7-<(1-Methylsulfonyloxy)ethyl>-8-oxo-1-azatricyclo<4.2.0.0^2,4>octane-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-Nitrobenzyl (1'R,2S,4R,6R,7S)-7-<(1-Methylsulfonyloxy)ethyl>-8-oxo-1-azatricyclo<4.2.0.0^2,4>octane-2-carboxylate

There total 1 articles about p-Nitrobenzyl (1'R,2S,4R,6R,7S)-7-<(1-Methylsulfonyloxy)ethyl>-8-oxo-1-azatricyclo<4.2.0.0^2,4>octane-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: 96.0%

p-Nitrobenzyl (2S,4R,6R,7S,9R)-7-(1-Hydroxyethyl)-8-oxo-1-azatricyclo<4.2.0.02,4>octane-2-carboxylate (134840-18-9) + methanesulfonyl chloride (124-63-0) → p-Nitrobenzyl (1'R,2S,4R,6R,7S)-7-<(1-Methylsulfonyloxy)ethyl>-8-oxo-1-azatricyclo<4.2.0.02,4>octane-2-carboxylate (143377-01-9)

Guidance literature:

With triethylamine; In dichloromethane; for 0.75h; Ambient temperature;

Reference yield:

p-Nitrobenzyl (1'R,2S,4R,6R,7S)-7-<(1-Methylsulfonyloxy)ethyl>-8-oxo-1-azatricyclo<4.2.0.02,4>octane-2-carboxylate (143377-01-9) → p-Nitrobenzyl (2S,4R,6R)-7-(1-Methoxycarbonylmethylene)-8-oxo-1-azatricyclo<4.2.0.02,4>octane-2-carboxylate (134856-70-5)

Guidance literature:

Multi-step reaction with 2 steps

1: DBU / CH₂Cl₂ / 20 h / Ambient temperature

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane;

Reference yield:

p-Nitrobenzyl (1'R,2S,4R,6R,7S)-7-<(1-Methylsulfonyloxy)ethyl>-8-oxo-1-azatricyclo<4.2.0.02,4>octane-2-carboxylate (143377-01-9) → p-Nitrobenzyl (2S,4R,6R,E)-7-Ethylidene-8-oxo-1-azatricyclo<4.2.0.02,4>octane-2-carboxylate (134840-19-0,143442-27-7) + p-Nitrobenzyl (2S,4R,6R,Z)-7-Ethylidene-8-oxo-1-azatricyclo<4.2.0.02,4>octane-2-carboxylate (134840-19-0,143442-27-7)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; for 20h; Yield given. Yields of byproduct given; Ambient temperature;

upstream raw materials:

p-Nitrobenzyl (2S,4R,6R,7S,9R)-7-(1-Hydroxyethyl)-8-oxo-1-azatricyclo<4.2.0.0^2,4>octane-2-carboxylate

methanesulfonyl chloride

Downstream raw materials:

p-Nitrobenzyl (2S,4R,6R,E)-7-Ethylidene-8-oxo-1-azatricyclo<4.2.0.0^2,4>octane-2-carboxylate

p-Nitrobenzyl (2S,4R,6R,Z)-7-Ethylidene-8-oxo-1-azatricyclo<4.2.0.0^2,4>octane-2-carboxylate

p-Nitrobenzyl (2S,4R,6R)-7-(1-Methoxycarbonylmethylene)-8-oxo-1-azatricyclo<4.2.0.0^2,4>octane-2-carboxylate

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