3-(3-Tritylimidazol-4-yl)propanal

Base Information

• Chemical Name: 3-(3-Tritylimidazol-4-yl)propanal
• CAS No.: 186096-23-1
• Molecular Formula: C25H22 N2 O
• Molecular Weight: 366.45
• DSSTox Substance ID: DTXSID30403924
• Wikidata: Q82207823
• Mol file: 186096-23-1.mol

Synonyms:186096-23-1;3-(3-tritylimidazol-4-yl)propanal;3-(1-Trityl-1H-imidazol-5-yl)propanal;SCHEMBL9238225;DTXSID30403924;OADMTLRGVCYWJT-UHFFFAOYSA-N;AKOS030240363;CS-0039129;FT-0675692;1-(triphenylmethyl)-1-H-imidazole-5-propanal;D72649

Chemical Property of 3-(3-Tritylimidazol-4-yl)propanal

Chemical Property:

• PSA: 34.89000
• LogP: 4.85480
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility.: Chloroform (Slightly), Dichloromethane, Ethyl Acetate (Slightly), Methanol
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 366.173213330
• Heavy Atom Count: 28
• Complexity: 429

Purity/Quality:

97% ^*data from raw suppliers

3-(1-Tritylimidazol-4-yl)Propionaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)N4C=NC=C4CCC=O
• Uses: 3-(1-Tritylimidazol-4-yl) Propionaldehyde (cas# 186096-23-1) is a compound useful in organic synthesis.

Technology Process of 3-(3-Tritylimidazol-4-yl)propanal

There total 4 articles about 3-(3-Tritylimidazol-4-yl)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: 100.0%

methyl 3-(1-tritylimidazol-4-yl)propionate (186096-16-2) → 3-(1-tritylimidazol-4-yl)propionaldehyde (186096-23-1)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 ℃; for 0.75h;

DOI:10.1021/jo991630q

Reference yield:

methyl (E)-3-(1H-imidazol-5-yl)prop-2-enoate (70346-51-9) → 3-(1-tritylimidazol-4-yl)propionaldehyde (186096-23-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / H₂ / Pd/C / methanol / 20 °C

2: 92 percent / Et₃N / dimethylformamide / 20 °C

3: 100 percent / DIBAL-H / CH₂Cl₂; toluene / 0.75 h / -78 °C

With hydrogen; diisobutylaluminium hydride; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene; 1: Catalytic hydrogenation / 2: Substitution / 3: Reduction;

DOI:10.1021/jo991630q

Reference yield:

(E)-3-(1H-imidazol-4-yl)propenoic acid (3465-72-3) → 3-(1-tritylimidazol-4-yl)propionaldehyde (186096-23-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 99 percent / Na₂SO₄; conc. h2SO₄ / 30 h / Heating

2: 96 percent / H₂ / Pd/C / methanol / 20 °C

3: 92 percent / Et₃N / dimethylformamide / 20 °C

4: 100 percent / DIBAL-H / CH₂Cl₂; toluene / 0.75 h / -78 °C

With sulfuric acid; hydrogen; diisobutylaluminium hydride; sodium sulfate; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene; 1: Esterification / 2: Catalytic hydrogenation / 3: Substitution / 4: Reduction;

DOI:10.1021/jo991630q

upstream raw materials:

methyl 3-(1-tritylimidazol-4-yl)propionate

methyl 3-(1H-imidazol-5-yl)propanoate

methyl (E)-3-(1H-imidazol-5-yl)prop-2-enoate

(E)-3-(1H-imidazol-4-yl)propenoic acid

Downstream raw materials:

homohistidine

4-(1-tritylimidazol-4-yl)-2-aminobutyronitrile

Refernces