2-fluoro-6-(1-trityl-1H-imidazol-4-yl)benz aldehyde

Base Information

• Chemical Name: 2-fluoro-6-(1-trityl-1H-imidazol-4-yl)benz aldehyde
• CAS No.: 1402838-09-8
• Molecular Formula: C29H21FN2O
• Molecular Weight: 432.497
• Mol file: 1402838-09-8.mol

Synonyms:2-fluoro-6-(1-trityl-1H-imidazol-4-yl)benz aldehyde;2-fluoro-6-[1-(triphenylmethyl)-1H-imidazol-4-yl]benzaldehyde

Chemical Property of 2-fluoro-6-(1-trityl-1H-imidazol-4-yl)benz aldehyde

Chemical Property:

• Boiling Point: 601.1±55.0 °C(Predicted)
• PKA: 4.65±0.12(Predicted)
• PSA: 34.89000
• Density: 1.14±0.1 g/cm3(Predicted)
• LogP: 6.34190

Purity/Quality:

97% ^*data from raw suppliers

2-Fluoro-6-[1-(triphenylmethyl)-1H-imidazol-4-yl]benzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-fluoro-6-(1-trityl-1H-imidazol-4-yl)benz aldehyde

There total 2 articles about 2-fluoro-6-(1-trityl-1H-imidazol-4-yl)benz aldehyde 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: 46.0%

(3-fluoro-2-formylphenyl)boronic acid (871126-15-7) + N-trityl-4(5)-iodoimidazole (96797-15-8) → 2-fluoro-6-[1-(triphenylmethyl)-1H-imidazol-4-yl]benzaldehyde (1402838-09-8)

Guidance literature:

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In water; N,N-dimethyl-formamide; at 90 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.9b00662

Reference yield:

trityl chloride (76-83-5) → 2-fluoro-6-[1-(triphenylmethyl)-1H-imidazol-4-yl]benzaldehyde (1402838-09-8)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium phosphate / N,N-dimethyl-formamide / 100 °C / Inert atmosphere

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

DOI:10.3390/molecules24112124

Reference yield: 95.0%

dimethyl 2-(4-(tert-butyldimethylsilyloxy)cyclohexyl)-2-oxoethylphosphonate + 2-fluoro-6-[1-(triphenylmethyl)-1H-imidazol-4-yl]benzaldehyde (1402838-09-8) → 2-(6-fluoro-5H-imidazo[5,1-α]isoindol-5-yl)-1-((trans)-4-hydroxycyclohexyl)ethanone

Guidance literature:

dimethyl 2-(4-(tert-butyldimethylsilyloxy)cyclohexyl)-2-oxoethylphosphonate; 2-fluoro-6-[1-(triphenylmethyl)-1H-imidazol-4-yl]benzaldehyde; With sodium hydride; In tetrahydrofuran; at -10 - 20 ℃; for 2h;

With acetic acid; In methanol; at 90 ℃; for 1.5h;

With hydrogenchloride; In methanol; water; at 50 ℃; for 0.5h;

upstream raw materials:

(3-fluoro-2-formylphenyl)boronic acid

N-trityl-4⁽⁵⁾-iodoimidazole

trityl chloride

Downstream raw materials:

(1S,4r)-4-((S)-2-((S)-6-fluoro-5H-imidazo[5,1-a]isoindol-5-yl)-1-hydroxyethyl)cyclohexan-1-ol

(1R,4r)-4-((R)-2-((S)-6-fluoro-5H-imidazo[5,1-a]isoindol-5-yl)-1-hydroxyethyl)cyclohexan-1-ol

(1S,4r)-4-((S)-2-((R)-6-fluoro-5H-imidazo[5,1-a]isoindol-5-yl)-1-hydroxyethyl)cyclohexan-1-ol

(1R,4r)-4-((R)-2-((R)-6-fluoro-5H-imidazo[5,1-a]isoindol-5-yl)-1-hydroxyethyl)cyclohexan-1-ol