4-(1-Trityl-1H-imidazol-4-YL)-butyric acid

Base Information

• Chemical Name: 4-(1-Trityl-1H-imidazol-4-YL)-butyric acid
• CAS No.: 102676-84-6
• Molecular Formula: C26H24 N2 O2
• Molecular Weight: 396.48
• DSSTox Substance ID: DTXSID90464596
• Wikidata: Q82289985
• Mol file: 102676-84-6.mol

Synonyms:102676-84-6;4-(1-TRITYL-1H-IMIDAZOL-4-YL)-BUTYRIC ACID;4-(1-tritylimidazol-4-yl)butanoic Acid;4-(1-Trityl-1H-imidazol-4-yl)butanoic acid;1H-Imidazole-4-butanoic acid, 1-(triphenylmethyl)-;nxy-059(disufentonsodium);SCHEMBL9263718;DTXSID90464596;IHSMTAHISORELK-UHFFFAOYSA-N;AB28456;4-(1-trityl-4-imidazolyl)-butanoic acid;4-[1-(Triphenylmethyl)-1H-imidazol-4-yl]butanoic acid

Chemical Property of 4-(1-Trityl-1H-imidazol-4-YL)-butyric acid

Chemical Property:

• PSA: 55.12000
• LogP: 5.13060
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 396.183778013
• Heavy Atom Count: 30
• Complexity: 488

Purity/Quality:

98%min ^*data from raw suppliers

4-(1-Trityl-1H-imidazol-4-yl)butanoicacid ^*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=C(N=C4)CCCC(=O)O

Technology Process of 4-(1-Trityl-1H-imidazol-4-YL)-butyric acid

There total 6 articles about 4-(1-Trityl-1H-imidazol-4-YL)-butyric acid 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: 83.0%

4-(1-trityl-1H-imidazol-4-yl)butyronitrile (152029-13-5) → 4-(1-trityl-1H-imidazol-4-yl)butyric acid (102676-84-6)

Guidance literature:

With potassium hydroxide; In ethanol; for 3h; Heating;

DOI:10.1021/jm0309147

Reference yield:

4-(hydroxymethyl)-1-(triphenylmethyl)imidazole (33769-07-2) → 4-(1-trityl-1H-imidazol-4-yl)butyric acid (102676-84-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / MnO₂ / dioxane / 5 h / Heating

2: 1.) NaH, DMSO / 1.) 70 deg C, 1 h, 2.) 50 deg C, 24 h

3: 1.) H₂SO₄, 2.) 1N aq. NaOH, 3.) H₂ / 3.) 10percent Pd/C

With manganese(IV) oxide; sodium hydroxide; sulfuric acid; hydrogen; sodium hydride; dimethyl sulfoxide; palladium on activated charcoal; In 1,4-dioxane;

DOI:10.1016/S0968-0896(97)00134-X

Reference yield:

3-(1-trityl-1H-imidazol-4-yl)propan-1-ol (152030-49-4) → 4-(1-trityl-1H-imidazol-4-yl)butyric acid (102676-84-6)

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride / CH₂Cl₂

2: 53 percent / potassium iodide / dimethylsulfoxide / 12 h / 80 °C

3: 83 percent / aq. KOH / ethanol / 3 h / Heating

With potassium hydroxide; thionyl chloride; potassium iodide; In ethanol; dichloromethane; dimethyl sulfoxide; 2: Kolbe nitrile synthesis;

DOI:10.1021/jm0309147

upstream raw materials:

4-(1-trityl-1H-imidazol-4-yl)butyronitrile

3-(1-trityl-1H-imidazol-4-yl)propan-1-ol

4-(3-chloropropyl)-1-(triphenylmethyl)-1H-imidazole

4-(hydroxymethyl)-1-(triphenylmethyl)imidazole

Downstream raw materials:

N-[2-[2-(3,3-diphenylpropyl)-1H-imidazol-4-yl]ethyl]-4-(1-trityl-1H-imidazol-4-yl)butyramide

2-Benzyl-4-(1-trityl-1H-imidazol-4-yl)-butyric acid methyl ester

4-(1-Trityl-1H-imidazol-4-yl)-butyric acid methyl ester

Refernces

• 1、 Lee, Kyung Joo,Joo, Keum Chan,Kim, Eun-Jung,Lee, Mijoon,Kim, Dong H.. "A new type of carboxypeptidase A inhibitors designed using an imidazole as a zinc coordinating ligand". . p. 1989 - 1998. Retrieved 2007/10/03.