Propanedioic acid, [1-(4-methylphenyl)-2-nitroethyl]-, dimethyl ester

Base Information

• Chemical Name: Propanedioic acid, [1-(4-methylphenyl)-2-nitroethyl]-, dimethyl ester
• CAS No.: 100719-33-3
• Molecular Formula: C14H17NO6
• Molecular Weight: 295.292
• DSSTox Substance ID: DTXSID20391265
• Mol file: 100719-33-3.mol

Synonyms:100719-33-3;Propanedioic acid, [1-(4-methylphenyl)-2-nitroethyl]-, dimethyl ester;SCHEMBL14338543;DTXSID20391265;CFNLQAIKBRQDQG-UHFFFAOYSA-N;STK728503;AKOS005524589;dimethyl [1-(4-methylphenyl)-2-nitroethyl]propanedioate;methyl 2-methoxycarbonyl-3-(4-methylphenyl}4-nitrobutanoate;methyl 2-methoxycarbonyl-3-(4-methylphenyl)-4-nitrobutanoate

Chemical Property of Propanedioic acid, [1-(4-methylphenyl)-2-nitroethyl]-, dimethyl ester

Chemical Property:

• PSA: 98.42000
• LogP: 1.84070
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 295.10558726
• Heavy Atom Count: 21
• Complexity: 367

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(C[N+](=O)[O-])C(C(=O)OC)C(=O)OC

Technology Process of Propanedioic acid, [1-(4-methylphenyl)-2-nitroethyl]-, dimethyl ester

There total 8 articles about Propanedioic acid, [1-(4-methylphenyl)-2-nitroethyl]-, 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: 99.0%

4-methyl-β-nitrostyrene (7559-36-6,5153-68-4) + malonic acid dimethyl ester (108-59-8) → methyl 2-carbomethoxy-4-nitro-3-(4-methyl-phenyl)-butyrate (100719-33-3)

Guidance literature:

With C₂₃H₃₇N₃O₉S; In toluene; at -20 ℃; for 36h; enantioselective reaction;

DOI:10.1055/s-0028-1087370

Reference yield: 94.0%

nitromethane (75-52-5) + 4-methyl-benzaldehyde (104-87-0) + malonic acid dimethyl ester (108-59-8) → methyl 2-carbomethoxy-4-nitro-3-(4-methyl-phenyl)-butyrate (100719-33-3)

Guidance literature:

microencapsulated poly(ethyleneimine); [(+/-)-trans-1,2-dibenzylaminocyclohexane]2*NiBr₂; In methanol; at 20 ℃; for 24h;

DOI:10.1021/ja071706x

Reference yield: 93.0%

(E)-2-(4-methylphenyl)-1-nitroethene (101671-00-5,5153-68-4) + malonic acid dimethyl ester (108-59-8) → methyl 2-carbomethoxy-4-nitro-3-(4-methyl-phenyl)-butyrate (100719-33-3)

Guidance literature:

With 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine; In toluene; at 25 ℃; for 0.0833333h;

DOI:10.1016/j.tetlet.2005.08.010

upstream raw materials:

(E)-2-(4-methylphenyl)-1-nitroethene

malonic acid dimethyl ester

nitromethane

4-methyl-benzaldehyde

Downstream raw materials:

methyl 3-(4-methylphenyl)indolizine-1-carboxylate

2-oxo-4-(4-methylphenyl)pyrrolidine-3-carboxylic acid

4-(p-tolyl)pyrrolidin-2-one