4-[3-(4-Tert-butylaminocarbonylphenyl)-3-hydroxyprop-1-yl]-1-tritylimidazole

Base Information

• Chemical Name: 4-[3-(4-Tert-butylaminocarbonylphenyl)-3-hydroxyprop-1-yl]-1-tritylimidazole
• CAS No.: 102676-62-0
• Molecular Formula: C₃₆H₃₇N₃O₂
• Molecular Weight: 543.709
• DSSTox Substance ID: DTXSID401121360
• Mol file: 102676-62-0.mol

Synonyms:SCHEMBL9258121;NTHXSCUZFOJZBL-UHFFFAOYSA-N;DTXSID401121360;4-[3-(4-tert-butylaminocarbonylphenyl)-3-hydroxyprop-1-yl]-1-tritylimidazole;102676-62-0;N-(1,1-Dimethylethyl)-4-[1-hydroxy-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propyl]benzamide

Chemical Property of 4-[3-(4-Tert-butylaminocarbonylphenyl)-3-hydroxyprop-1-yl]-1-tritylimidazole

Chemical Property:

• XLogP3: 6.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 10
• Exact Mass: 543.28857743
• Heavy Atom Count: 41
• Complexity: 753

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)NC(=O)C1=CC=C(C=C1)C(CCC2=CN(C=N2)C(C3=CC=CC=C3)(C4=CC=CC=C4)C5=CC=CC=C5)O

Technology Process of 4-[3-(4-Tert-butylaminocarbonylphenyl)-3-hydroxyprop-1-yl]-1-tritylimidazole

There total 3 articles about 4-[3-(4-Tert-butylaminocarbonylphenyl)-3-hydroxyprop-1-yl]-1-tritylimidazole 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:

trityl chloride (76-83-5) → 4-<3-<4-<(tert-butylamino)carbonyl>phenyl>-3-hydroxyprop-1-yl>-1-(triphenylmethyl)-1H-imidazole (102676-62-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / Et₃N / dimethylformamide / 2 h / Ambient temperature

2: 51 percent / DIBAH / toluene; CH₂Cl₂ / 0.08 h / -72 °C

3: 1.) N-BuLi / 1.) THF, hexane, -70 deg C, 30 min, 2.) a) -70 deg C, 30 min, b) 25 deg C, 2.5 h

With n-butyllithium; diisobutylaluminium hydride; triethylamine; In dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm00106a038

Reference yield:

methyl 3-(4-imidazolyl)propionate (31434-93-2) → 4-<3-<4-<(tert-butylamino)carbonyl>phenyl>-3-hydroxyprop-1-yl>-1-(triphenylmethyl)-1H-imidazole (102676-62-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / Et₃N / dimethylformamide / 2 h / Ambient temperature

2: 51 percent / DIBAH / toluene; CH₂Cl₂ / 0.08 h / -72 °C

3: 1.) N-BuLi / 1.) THF, hexane, -70 deg C, 30 min, 2.) a) -70 deg C, 30 min, b) 25 deg C, 2.5 h

With n-butyllithium; diisobutylaluminium hydride; triethylamine; In dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm00106a038

Reference yield:

N-(tert-butyl)-4-bromobenzamide (42498-38-4) + 3-(1-triphenylmethyl-4-imidazolyl)propionaldehyde (102676-61-9) → 4-<3-<4-<(tert-butylamino)carbonyl>phenyl>-3-hydroxyprop-1-yl>-1-(triphenylmethyl)-1H-imidazole (102676-62-0)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction; 1.) THF, hexane, -70 deg C, 30 min, 2.) a) -70 deg C, 30 min, b) 25 deg C, 2.5 h;

DOI:10.1021/jm00106a038

upstream raw materials:

N-(tert-butyl)-4-bromobenzamide

3-(1-triphenylmethyl-4-imidazolyl)propionaldehyde

trityl chloride

methyl 3-(4-imidazolyl)propionate

Downstream raw materials:

4-<3-<4-<(tert-butylamino)carbonyl>phenyl>-3-chloroprop-1-yl>-1-(triphenylmethyl)-1H-imidazole