(R)(-)-2-[1-(4-cyanophenyl)-2-nitroethyl]malonic acid dimethyl ester

Base Information

• Chemical Name: (R)(-)-2-[1-(4-cyanophenyl)-2-nitroethyl]malonic acid dimethyl ester
• CAS No.: 1240422-64-3
• Molecular Formula: C₁₄H₁₄N₂O₆
• Molecular Weight: 306.275
• Mol file: 1240422-64-3.mol

Synonyms:(R)(-)-2-[1-(4-cyanophenyl)-2-nitroethyl]malonic acid dimethyl ester

Chemical Property of (R)(-)-2-[1-(4-cyanophenyl)-2-nitroethyl]malonic acid dimethyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (R)(-)-2-[1-(4-cyanophenyl)-2-nitroethyl]malonic acid dimethyl ester

There total 2 articles about (R)(-)-2-[1-(4-cyanophenyl)-2-nitroethyl]malonic acid dimethyl 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: 93.9%

4-[(E)-2-nitroethenyl]benzonitrile (3156-42-1,5153-73-1) + malonic acid dimethyl ester (108-59-8) → (R)(-)-2-[1-(4-cyanophenyl)-2-nitroethyl]malonic acid dimethyl ester (1240422-64-3)

Guidance literature:

With (5,7-bis(trifluoromethyl)-1H-benzoimidazol-2-yl)-9-epiquinidine amine; In dichloromethane; at -20 ℃; for 40h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1002/adsc.200900787

Reference yield:

4-cyano-(2-nitroethenyl)benzene (3156-42-1) + malonic acid dimethyl ester (108-59-8) → (S)(+)-2-[1-(4-cyanophenyl)-2-nitroethyl]malonic acid dimethyl ester (1240422-63-2) + (R)(-)-2-[1-(4-cyanophenyl)-2-nitroethyl]malonic acid dimethyl ester (1240422-64-3)

Guidance literature:

With C₄₄H₇₆F₆N₁₄O₇; triethylamine; In toluene; at -20 ℃; for 16h; Overall yield = 97 %; enantioselective reaction;

DOI:10.1021/jacs.7b05802

upstream raw materials:

4-[(E)-2-nitroethenyl]benzonitrile

malonic acid dimethyl ester

4-cyano-(2-nitroethenyl)benzene