(1S,2S,3S,4R,3'R)-[N-(4-benzyloxycarbonylphenyl)-4,4-dimethyl-2-oxopyrrolidin-3-yl] 3-nitrobicyclo[2.2.2]oct-5-ene-2-carboxylate

Base Information

• Chemical Name: (1S,2S,3S,4R,3'R)-[N-(4-benzyloxycarbonylphenyl)-4,4-dimethyl-2-oxopyrrolidin-3-yl] 3-nitrobicyclo[2.2.2]oct-5-ene-2-carboxylate
• CAS No.: 1279724-40-1
• Molecular Formula: C₂₉H₃₀N₂O₇
• Molecular Weight: 518.566
• Mol file: 1279724-40-1.mol

Synonyms:(1S,2S,3S,4R,3'R)-[N-(4-benzyloxycarbonylphenyl)-4,4-dimethyl-2-oxopyrrolidin-3-yl] 3-nitrobicyclo[2.2.2]oct-5-ene-2-carboxylate

Chemical Property of (1S,2S,3S,4R,3'R)-[N-(4-benzyloxycarbonylphenyl)-4,4-dimethyl-2-oxopyrrolidin-3-yl] 3-nitrobicyclo[2.2.2]oct-5-ene-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2S,3S,4R,3'R)-[N-(4-benzyloxycarbonylphenyl)-4,4-dimethyl-2-oxopyrrolidin-3-yl] 3-nitrobicyclo[2.2.2]oct-5-ene-2-carboxylate

There total 1 articles about (1S,2S,3S,4R,3'R)-[N-(4-benzyloxycarbonylphenyl)-4,4-dimethyl-2-oxopyrrolidin-3-yl] 3-nitrobicyclo[2.2.2]oct-5-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:

benzyl (R)-4-(3-(3-nitroacryloyloxy)-4,4-dimethyl-2-oxopyrrolidin-1-yl)benzoate + cyclohexa-1,3-diene (1165952-91-9) → (1S,2R,3R,4R,3'R)-[N-(4-benzyloxycarbonylphenyl)-4,4-dimethyl-2-oxopyrrolidin-3-yl] 3-nitrobicyclo[2.2.2]oct-5-ene-2-carboxylate + (1S,2R,3S,4R,3'R)-[N-(4-benzyloxycarbonylphenyl)-4,4-dimethyl-2-oxopyrrolidin-3-yl] 3-nitrobicyclo[2.2.2]oct-5-ene-2-carboxylate + (1S,2S,3R,4R,3'R)-[N-(4-benzyloxycarbonylphenyl)-4,4-dimethyl-2-oxopyrrolidin-3-yl] 3-nitrobicyclo[2.2.2]oct-5-ene-2-carboxylate + (1S,2S,3S,4R,3'R)-[N-(4-benzyloxycarbonylphenyl)-4,4-dimethyl-2-oxopyrrolidin-3-yl] 3-nitrobicyclo[2.2.2]oct-5-ene-2-carboxylate (1279724-40-1)

Guidance literature:

In dichloromethane; at -20 ℃; for 48h; optical yield given as %de; diastereoselective reaction;

DOI:10.1002/chir.20906

Reference yield: 65.0%

di-tert-butyl dicarbonate (24424-99-5) + (1S,2S,3S,4R,3'R)-[N-(4-benzyloxycarbonylphenyl)-4,4-dimethyl-2-oxopyrrolidin-3-yl] 3-nitrobicyclo[2.2.2]oct-5-ene-2-carboxylate (1279724-40-1) → (2S,3S,3'R)-[N-(4-carboxyphenyl)-4,4-dimethyl-2-oxopyrrolidin-3-yl] 3-tert-butoxycarbonylaminobicyclo[2.2.2]octane-2-carboxylate

Guidance literature:

With palladium 10% on activated carbon; hydrogen; triethylamine; In methanol; at 20 ℃; for 20h; under 760.051 Torr; Inert atmosphere;

DOI:10.1002/chir.20906

upstream raw materials:

cyclohexa-1,3-diene