3-(3,4,5-Trimethoxyphenyl)propanal

Base Information

• Chemical Name: 3-(3,4,5-Trimethoxyphenyl)propanal
• CAS No.: 121667-78-5
• Molecular Formula: C12H16 O4
• Molecular Weight: 224.257
• DSSTox Substance ID: DTXSID50452631
• Nikkaji Number: J2.352.077J
• Wikidata: Q82273383
• Mol file: 121667-78-5.mol

Synonyms:121667-78-5;3-(3,4,5-trimethoxyphenyl)propanal;Benzenepropanal, 3,4,5-trimethoxy-;Benzenepropanal,3,4,5-trimethoxy-;3-(3,4,5-TRIMETHOXY-PHENYL)-PROPIONALDEHYDE;3-(3,4,5-Trimethoxyphenyl)propionaldehyde;SCHEMBL910639;3,4,5-Trimethoxybenzenepropanal;DTXSID50452631;EN300-1852202

Chemical Property of 3-(3,4,5-Trimethoxyphenyl)propanal

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.495
• Boiling Point: 316.651°C at 760 mmHg
• Flash Point: 137.043°C
• PSA: 44.76000
• Density: 1.078g/cm³
• LogP: 1.84390
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 224.10485899
• Heavy Atom Count: 16
• Complexity: 193

Purity/Quality:

97% ^*data from raw suppliers

3-(3,4,5-Trimethoxyphenyl)propionaldehyde 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1OC)OC)CCC=O

Technology Process of 3-(3,4,5-Trimethoxyphenyl)propanal

There total 13 articles about 3-(3,4,5-Trimethoxyphenyl)propanal 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: 93.0%

3-(3,4,5-trimethoxyphenyl)propan-1-ol (53560-26-2) → 3-(3',4',5'-trimethoxyphenyl)propanal (121667-78-5)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃;

DOI:10.1016/j.bmc.2006.04.024

Reference yield: 72.0%

N-cyclohexyl-3-(3,4,5-trimethoxyphenyl)propionamide → 3-(3',4',5'-trimethoxyphenyl)propanal (121667-78-5)

Guidance literature:

N-cyclohexyl-3-(3,4,5-trimethoxyphenyl)propionamide; With 2-fluoropyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at -78 - 0 ℃; Inert atmosphere;

With triethylsilane; In dichloromethane; at 0 - 25 ℃; Inert atmosphere;

With citric acid; In tetrahydrofuran; dichloromethane; water; at 45 ℃; for 2h; chemoselective reaction;

DOI:10.1021/ja105194s

Reference yield:

3-(3,4,5-trimethoxyphenyl)propionic acid ethyl ester (70311-20-5) → 3-(3',4',5'-trimethoxyphenyl)propanal (121667-78-5)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 ℃; for 2h;

DOI:10.1016/j.tet.2020.131524

upstream raw materials:

3-(3,4,5-trimethoxyphenyl)propanoic acid

3-(3,4,5-trimethoxyphenyl)propan-1-ol

(E)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-ol

(E)-3,4,5-trimethoxy-cinnamic acid

Downstream raw materials:

1,1-dimethoxy-3-(3,4,5-trimethoxyphenyl)propane

(S_S,E)-(+)-2-methyl-N-[3-(3,4,5-trimethoxyphenyl)propylidene]propane-2-sulfinamide

(3S,5S)-1,7-bis(3,4,5-trimethoxyphenyl)heptane-3,5-diyl diacetate

(3S,5S)-3,5-dihydroxy-1,7-bis(3,4,5-trimethoxyphenyl)heptane

Refernces

• 1、 Mane, Baliram B.,Markad, Sachin B.,Waghmode, Suresh B.. "Asymmetric total synthesis of dihydroisocoumarins: 6-methoxymellein, kigelin and fusarentin 6, 7 dimethyl ether by employing proline catalysed asymmetric α-aminoxylation". . . Retrieved 2020/10/19.
• 2、 Voigt, Tobias,Gerding-Reimers, Claas,Tran, Tuyen Thi Ngoc,Bergmann, Sabrina,Lachance, Hugo,Sch?lermann, Beate,Brockmeyer, Andreas,Janning, Petra,Ziegler, Slava,Waldmann, Herbert. "A natural product inspired tetrahydropyran collection yields mitosis modulators that synergistically target CSE1L and tubulin". . p. 410 - 414. Retrieved 2013/02/23.