(2R,3R)-2-(2,4-difluorophenyl)-3-(methylthio)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol

Base Information

• Chemical Name: (2R,3R)-2-(2,4-difluorophenyl)-3-(methylthio)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol
• CAS No.: 133775-27-6
• Molecular Formula: C₁₃H₁₅F₂N₃OS
• Molecular Weight: 299.344
• Mol file: 133775-27-6.mol

Synonyms:(2R,3R)-2-(2,4-difluorophenyl)-3-(methylthio)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol

Chemical Property of (2R,3R)-2-(2,4-difluorophenyl)-3-(methylthio)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R)-2-(2,4-difluorophenyl)-3-(methylthio)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol

There total 5 articles about (2R,3R)-2-(2,4-difluorophenyl)-3-(methylthio)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol 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%

1,2,4-Triazole (288-88-0) + (R)-2-(2,4-Difluoro-phenyl)-2-((R)-1-methylsulfanyl-ethyl)-oxirane (147383-76-4) → (2R,3R)-2-(2,4-difluorophenyl)-3-(methylthio)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol (133775-27-6)

Guidance literature:

With sodium hydroxide; In dimethyl sulfoxide; at 80 ℃; for 3h;

DOI:10.1246/bcsj.68.3591

Reference yield: 69.0%

1-(((2R,3S)-2-(2,4-difluorophenyl)-3-methyloxiran-2-yl)-methyl)-1H-1,2,4-triazole (124627-86-7,132563-70-3,132563-77-0,135270-07-4,135270-10-9,135270-13-2,141611-70-3,127000-90-2) + sodium thiomethoxide (5188-07-8) → (2R,3R)-2-(2,4-difluorophenyl)-3-(methylthio)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol (133775-27-6)

Guidance literature:

1-(((2R,3S)-2-(2,4-difluorophenyl)-3-methyloxiran-2-yl)-methyl)-1H-1,2,4-triazole; sodium thiomethoxide; In dimethyl sulfoxide; at 25 ℃;

With water; In dimethyl sulfoxide;

DOI:10.1016/j.tetasy.2009.09.024

Reference yield:

2-(2,4-Difluoro-phenyl)-2-(1-methylsulfanyl-ethyl)-oxirane → (2R,3R)-2-(2,4-difluorophenyl)-3-(methylthio)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol (133775-27-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 31 percent / toluene / 3 h / Heating

2: 100 percent / aq. NaOH / toluene / 3 h / 60 °C

3: 100 percent / benzyltriethylammonium chloride, aq. NaOH, MsCl / toluene / 1 h / 0 °C

4: 76 percent / NaOH / dimethylsulfoxide / 3 h / 80 °C

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; methanesulfonyl chloride; In dimethyl sulfoxide; toluene;

DOI:10.1246/bcsj.68.3591

upstream raw materials:

1,2,4-Triazole

(R)-2-(2,4-Difluoro-phenyl)-2-((R)-1-methylsulfanyl-ethyl)-oxirane

(2R,3R)-2-(2,4-Difluoro-phenyl)-3-methylsulfanyl-butane-1,2-diol

1-(((2R,3S)-2-(2,4-difluorophenyl)-3-methyloxiran-2-yl)-methyl)-1H-1,2,4-triazole

Downstream raw materials:

(2R,3R)-2-(2,4-difluorophenyl)-3-(methylsulfonyl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol

(S)-S-2-<(2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)>butyl-S-methyl-N-tosylsulfilimine

(R)-S-2-<(2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)>butyl-S-methylsulfoximine

(R)-S-2-<(2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)>butyl-S-methyl-N-tosylsulfoximine