Diethyl {[(2,4-dimethoxyphenyl)methyl]amino}propanedioate

Base Information

• Chemical Name: Diethyl {[(2,4-dimethoxyphenyl)methyl]amino}propanedioate
• CAS No.: 81902-49-0
• Molecular Formula: C16H23NO6
• Molecular Weight: 325.362
• DSSTox Substance ID: DTXSID50540360
• Wikidata: Q82416354
• Mol file: 81902-49-0.mol

Synonyms:81902-49-0;SCHEMBL2564115;Diethyl {[(2,4-dimethoxyphenyl)methyl]amino}propanedioate;DTXSID50540360;NHKVBPRGGXQNHS-UHFFFAOYSA-N;diethyl (2,4-dimethoxybenzyl-amino)-malonate;diethyl (2,4-dimethoxy-benzyl-amino)-malonate;diethyl N-(2,4-dimethoxybenzyl)-amino-malonate;diethyl [(2,4-dimethoxybenzyl)amino]propanedioate

Chemical Property of Diethyl {[(2,4-dimethoxyphenyl)methyl]amino}propanedioate

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 11
• Exact Mass: 325.15253745
• Heavy Atom Count: 23
• Complexity: 358

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C(=O)OCC)NCC1=C(C=C(C=C1)OC)OC

Technology Process of Diethyl {[(2,4-dimethoxyphenyl)methyl]amino}propanedioate

There total 5 articles about Diethyl {[(2,4-dimethoxyphenyl)methyl]amino}propanedioate 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: 97.0%

diethyl(N-benzyl)-N-(2,4-dimethoxy-benzyl)-amino-malonate (83304-61-4) → diethyl N-(2,4-dimethoxybenzyl)-amino-malonate (81902-49-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; Ambient temperature;

DOI:10.1016/S0040-4020(01)96442-7

Reference yield:

N-benzyl-1-(2,4-dimethoxyphenyl)methanamine (96724-73-1) → diethyl N-(2,4-dimethoxybenzyl)-amino-malonate (81902-49-0)

Guidance literature:

Multi-step reaction with 3 steps

1: NaBH₄ / dioxane / 72 h / Ambient temperature

2: 81 percent / Ambient temperature

3: 97 percent / H₂ / 8percent Pd/C / ethanol / Ambient temperature

With sodium tetrahydroborate; hydrogen; palladium on activated charcoal; In 1,4-dioxane; ethanol;

DOI:10.1016/S0040-4020(01)96442-7

Reference yield:

benzyl (2,4-dimethoxybenzyl)-amine (83304-60-3) → diethyl N-(2,4-dimethoxybenzyl)-amino-malonate (81902-49-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / Ambient temperature

2: 97 percent / H₂ / 8percent Pd/C / ethanol / Ambient temperature

With hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1016/S0040-4020(01)96442-7

upstream raw materials:

diethyl(N-benzyl)-N-(2,4-dimethoxy-benzyl)-amino-malonate

diethyl aminomalonate hydrochloride

2,4-Dimethoxybenzaldehyde

N-benzyl-1-(2,4-dimethoxyphenyl)methanamine

Downstream raw materials:

1-(2,4-Dimethoxy-benzyl)-3-hydroxy-3-methyl-5-oxo-pyrrolidine-2,2-dicarboxylic acid diethyl ester

diethyl 3-amino-1-(2,4-dimethoxybenzyl)-5-oxo-1,5-dihydro-2H-pyrrol-2,2-dicarboxylate

diethyl N-(2,4-dimethoxy-benzyl)-N-(chloroacetyl)-amino-malonate

diethyl (+/-)-3-ethyl-1-(2,4-dimethoxybenzyl)-4-oxo-2,2-azetidinedicarboxylate