(+)-(4R,5R)-2-(1,1-difluoro-3-butenyl)-4,5-dihydro-4,5-diphenylimidazole

Base Information

• Chemical Name: (+)-(4R,5R)-2-(1,1-difluoro-3-butenyl)-4,5-dihydro-4,5-diphenylimidazole
• CAS No.: 1356335-37-9
• Molecular Formula: C₁₉H₁₈F₂N₂
• Molecular Weight: 312.362
• Mol file: 1356335-37-9.mol

Synonyms:(+)-(4R,5R)-2-(1,1-difluoro-3-butenyl)-4,5-dihydro-4,5-diphenylimidazole

Chemical Property of (+)-(4R,5R)-2-(1,1-difluoro-3-butenyl)-4,5-dihydro-4,5-diphenylimidazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-(4R,5R)-2-(1,1-difluoro-3-butenyl)-4,5-dihydro-4,5-diphenylimidazole

There total 1 articles about (+)-(4R,5R)-2-(1,1-difluoro-3-butenyl)-4,5-dihydro-4,5-diphenylimidazole 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: 76.0%

(R,R)-1,2-diphenylethylenediamine (35132-20-8) + 2,2-difluoro-4-pentenoic acid ethyl ester (110482-96-7) → (+)-(4R,5R)-2-(1,1-difluoro-3-butenyl)-4,5-dihydro-4,5-diphenylimidazole (1356335-37-9)

Guidance literature:

(R,R)-1,2-diphenylethylenediamine; With trimethylaluminum; In hexane; dichloromethane; at 0 - 20 ℃; for 1h; Inert atmosphere;

2,2-difluoro-4-pentenoic acid ethyl ester; In hexane; dichloromethane; at 0 - 70 ℃; for 3h; Inert atmosphere;

DOI:10.1002/ejoc.201101091

Reference yield: 62.0%

(+)-(4R,5R)-2-(1,1-difluoro-3-butenyl)-4,5-dihydro-4,5-diphenylimidazole (1356335-37-9) + allyl bromide (106-95-6) → (+)-N-allyl-(4R,5R)-2-(1,1-difluoro-3-butenyl)-4,5-dihydro-4,5-diphenylimidazole (1356335-46-0)

Guidance literature:

With sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; at 0 ℃; Inert atmosphere;

DOI:10.1002/ejoc.201101091

Reference yield:

(+)-(4R,5R)-2-(1,1-difluoro-3-butenyl)-4,5-dihydro-4,5-diphenylimidazole (1356335-37-9) → (-)-(2R,3R,6Z)-9,9-difluoro-3,5,8,9-tetrahydro-2,3-diphenyl-2H-imidazo[1,2-a]azepine (1356335-53-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide / 0 °C / Inert atmosphere

2.1: toluene-4-sulfonic acid / dichloromethane / 0.5 h / Reflux; Inert atmosphere

2.2: 0.5 h / 20 °C / Reflux; Inert atmosphere

With sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/ejoc.201101091

upstream raw materials:

(R,R)-1,2-diphenylethylenediamine

2,2-difluoro-4-pentenoic acid ethyl ester

Downstream raw materials:

(-)-(2R,3R,6Z)-9,9-difluoro-3,5,8,9-tetrahydro-2,3-diphenyl-2H-imidazo[1,2-a]azepine

(+)-N-allyl-(4R,5R)-2-(1,1-difluoro-3-butenyl)-4,5-dihydro-4,5-diphenylimidazole