(2R-cis)-2-(2,4-difluorophenyl)-4-(5-methyl-4-oxohexyl)-2-[(1H-1,2,4-triazol-1-yl)methyl]tetrahydrofuran

Base Information

• Chemical Name: (2R-cis)-2-(2,4-difluorophenyl)-4-(5-methyl-4-oxohexyl)-2-[(1H-1,2,4-triazol-1-yl)methyl]tetrahydrofuran
• CAS No.: 310882-15-6
• Molecular Formula: C₂₀H₂₅F₂N₃O₂
• Molecular Weight: 377.434
• Mol file: 310882-15-6.mol

Synonyms:(2R-cis)-2-(2,4-difluorophenyl)-4-(5-methyl-4-oxohexyl)-2-[(1H-1,2,4-triazol-1-yl)methyl]tetrahydrofuran

Chemical Property of (2R-cis)-2-(2,4-difluorophenyl)-4-(5-methyl-4-oxohexyl)-2-[(1H-1,2,4-triazol-1-yl)methyl]tetrahydrofuran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R-cis)-2-(2,4-difluorophenyl)-4-(5-methyl-4-oxohexyl)-2-[(1H-1,2,4-triazol-1-yl)methyl]tetrahydrofuran

There total 5 articles about (2R-cis)-2-(2,4-difluorophenyl)-4-(5-methyl-4-oxohexyl)-2-[(1H-1,2,4-triazol-1-yl)methyl]tetrahydrofuran 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: 81.0%

(2R-cis)-2-(2,4-difluorophenyl)-4-(5-methyl-4-oxo-2-hexenyl)-2-[(1H-1,2,4-triazol-1-yl)methyl]tetrahydrofuran (310882-25-8) → (2R-cis)-2-(2,4-difluorophenyl)-4-(5-methyl-4-oxohexyl)-2-[(1H-1,2,4-triazol-1-yl)methyl]tetrahydrofuran (310882-15-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃;

DOI:10.1016/S0968-0896(00)00177-2

Reference yield:

3-methyl-2-oxo-butylphosphonic acid dimethyl ester (58009-93-1) → (2R-cis)-2-(2,4-difluorophenyl)-4-(5-methyl-4-oxohexyl)-2-[(1H-1,2,4-triazol-1-yl)methyl]tetrahydrofuran (310882-15-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 90.9 percent / 1,8-diazabicyclo[5,4,0]undecen-7-ene; LiCl / acetonitrile / 3 h / 20 °C

2: 81 percent / H₂ / Pd/C / ethanol / 20 °C

With 1,8-diazabicyclo[5.4.0]-undecen-7-ene; hydrogen; lithium chloride; palladium on activated charcoal; In ethanol; acetonitrile; 1: Horner-Wadsworth-Emmons reaction / 2: Catalytic hydrogenation;

DOI:10.1016/S0968-0896(00)00177-2

Reference yield:

(2R-cis)-2-(2,4-difluorophenyl)-4-[[(4-methylphenyl)sulfonyloxy]methyl]-2-[(1H-1,2,4-triazol-1-yl)methyl]tetrahydrofuran (149809-43-8) → (2R-cis)-2-(2,4-difluorophenyl)-4-(5-methyl-4-oxohexyl)-2-[(1H-1,2,4-triazol-1-yl)methyl]tetrahydrofuran (310882-15-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 84.5 percent / dimethylsulfoxide / 15 h / 55 °C

2: 52.1 percent / diisobutylaluminum hydride / toluene / -78 - 20 °C

3: 90.9 percent / 1,8-diazabicyclo[5,4,0]undecen-7-ene; LiCl / acetonitrile / 3 h / 20 °C

4: 81 percent / H₂ / Pd/C / ethanol / 20 °C

With 1,8-diazabicyclo[5.4.0]-undecen-7-ene; hydrogen; diisobutylaluminium hydride; lithium chloride; palladium on activated charcoal; In ethanol; dimethyl sulfoxide; toluene; acetonitrile; 1: Substitution / 2: Reduction / 3: Horner-Wadsworth-Emmons reaction / 4: Catalytic hydrogenation;

DOI:10.1016/S0968-0896(00)00177-2

upstream raw materials:

(2R-cis)-2-(2,4-difluorophenyl)-4-(5-methyl-4-oxo-2-hexenyl)-2-[(1H-1,2,4-triazol-1-yl)methyl]tetrahydrofuran

3-methyl-2-oxo-butylphosphonic acid dimethyl ester

(2R-cis)-2-(2,4-difluorophenyl)-4-[[(4-methylphenyl)sulfonyloxy]methyl]-2-[(1H-1,2,4-triazol-1-yl)methyl]tetrahydrofuran

(2R-cis)-2-(2,4-difluorophenyl)-4-formylmethyl-2-[(1H-1,2,4-triazol-1-yl)methyl]tetrahydrofuran