3,3-Dimethoxy-2-[(3,4,5-trimethoxyphenyl)methyl]propanenitrile

Base Information

• Chemical Name: 3,3-Dimethoxy-2-[(3,4,5-trimethoxyphenyl)methyl]propanenitrile
• CAS No.: 7520-70-9
• Molecular Formula: C15H21NO5
• Molecular Weight: 295.335
• DSSTox Substance ID: DTXSID30566523
• Mol file: 7520-70-9.mol

Synonyms:7520-70-9;3,4,5-Trimethoxy-2'-cyano-di-hydrocinnamaldehyde Dimethylacetal;3,3-dimethoxy-2-[(3,4,5-trimethoxyphenyl)methyl]propanenitrile;YJLVEDBQYCETMX-UHFFFAOYSA-N;SCHEMBL11374846;DTXSID30566523;AKOS030242932;alpha-cyano-beta-(3,4,5-trimethoxyphenyl)-propionaldehyde dimethylacetal;3,4,5-Trimethoxy-2 inverted exclamation mark -cyano-di-hydrocinnamaldehyde Dimethylacetal

Chemical Property of 3,3-Dimethoxy-2-[(3,4,5-trimethoxyphenyl)methyl]propanenitrile

Chemical Property:

• Melting Point: 68-70°C
• PSA: 69.94000
• LogP: 2.01358
• Solubility.: Acetone, Chloroform, Dichloromethane
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 295.14197277
• Heavy Atom Count: 21
• Complexity: 324

Purity/Quality:

97% ^*data from raw suppliers

3,4,5-Trimethoxy-2’-cyano-di-hydrocinnamaldehydeDimethylacetal ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1OC)OC)CC(C#N)C(OC)OC
• Uses: An intermediate in the synthesis of Trimethoprim An intermediate in the synthesis of Trimethoprim.

Technology Process of 3,3-Dimethoxy-2-[(3,4,5-trimethoxyphenyl)methyl]propanenitrile

There total 3 articles about 3,3-Dimethoxy-2-[(3,4,5-trimethoxyphenyl)methyl]propanenitrile 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: 6.0%

3,4,5-trimethoxy-2'-(methoxymethyl)cinnamonitrile (7520-69-6,141292-62-8) + sodium methylate (124-41-4) → 3-methoxy-2-(3,4,5-trimethoxybenzyl)propiononitrile (30078-01-4) + (E)-3-Methoxy-2-methyl-3-(3,4,5-trimethoxy-phenyl)-acrylonitrile (141292-64-0,141292-67-3) + α-cyano-β-(3,4,5-trimethoxyphenyl)-propionaldehyde dimethylacetal (7520-70-9)

Guidance literature:

In dimethyl sulfoxide; at 70 - 75 ℃; for 1.5h;

DOI:10.1021/jo00039a006

Reference yield:

3,4,5-trimethoxy-benzaldehyde (86-81-7) → α-cyano-β-(3,4,5-trimethoxyphenyl)-propionaldehyde dimethylacetal (7520-70-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / methanol / Ambient temperature

2: 79 percent / dimethylsulfoxide / 1.5 h / 70 - 75 °C

In methanol; dimethyl sulfoxide;

DOI:10.1021/jo00039a006

Reference yield:

→ α-cyano-β-(3,4,5-trimethoxyphenyl)-propionaldehyde dimethylacetal (7520-70-9)

Guidance literature:

ungesaettigte Verb. VIII, H2;

upstream raw materials:

3,4,5-trimethoxy-2'-(methoxymethyl)cinnamonitrile

sodium methylate

3,4,5-trimethoxy-benzaldehyde

Downstream raw materials:

2-[4-amino-5-(3,4,5-trimethoxy-benzyl)-pyrimidin-2-ylamino]-ethanol