2-(2,4-difluorophenyl)-3-(1H-1,2,4-triazol-1-yl)propane-1,2-diol

Base Information

• Chemical Name: 2-(2,4-difluorophenyl)-3-(1H-1,2,4-triazol-1-yl)propane-1,2-diol
• CAS No.: 118689-07-9
• Molecular Formula: C11H11F2N3O2
• Molecular Weight: 255.224
• UNII: GJO17O8W8V
• DSSTox Substance ID: DTXSID00922753
• Wikidata: Q27279123
• Mol file: 118689-07-9.mol

Synonyms:118689-07-9;2-(2,4-difluorophenyl)-3-(1H-1,2,4-triazol-1-yl)propane-1,2-diol;2-(2,4-Difluorophenyl)-3-(1H-1,2,4-triazol-1-yl)-1,2-propanediol;Fluconazole Diol Impurity;Fluconazole impurity F;2-(2,4-difluorophenyl)-3-(1,2,4-triazol-1-yl)propane-1,2-diol;UNII-GJO17O8W8V;GJO17O8W8V;1,2-Propanediol, 2-(2,4-difluorophenyl)-3-(1H-1,2,4-triazol-1-yl)-;Fluconazole impurity F [EP];(2RS)-2-(2,4-Difluorophenyl)-3-(1H-1,2,4-triazol-1-yl)propane-1,2-diol;(+/-)-2-(2,4-Difluorophenyl)-3-(1H-1,2,4-triazol-1-yl)propane-1,2-diol;2-(2,4-Difluorophenyl)-3-(1H-1,2,4-triazol-1-yl)propane-1,2-diol, (+/-)-;2-(2,4-Difluorophenyl)-3-(1H-1,2,4-triazol-1-yl)propane-1,2-diol, (2RS)-;SCHEMBL6152109;AMY5245;DTXSID00922753;BZYVJTMKMDGJRN-UHFFFAOYSA-N;MFCD12405757;AKOS015895053;FLUCONAZOLE IMPURITY F [WHO-IP];AC-33875;AS-71818;CS-0441904;FLUCONAZOLE IMPURITY F [EP IMPURITY];FT-0659905;F19490;A804073;Q27279123;Fluconazole Imp. F (EP);Fluconazole Impurity F

Chemical Property of 2-(2,4-difluorophenyl)-3-(1H-1,2,4-triazol-1-yl)propane-1,2-diol

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.589
• Boiling Point: 490.042 °C at 760 mmHg
• Flash Point: 250.168 °C
• PSA: 71.17000
• Density: 1.428 g/cm³
• LogP: 0.43640
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly, Sonicated)
• XLogP3: 0
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 255.08193293
• Heavy Atom Count: 18
• Complexity: 285

Purity/Quality:

97% ^*data from raw suppliers

2-(2,4-Difluorophenyl)-3-(1H-1,2,4-triazol-1-yl)-1,2-propanediol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1F)F)C(CN2C=NC=N2)(CO)O
• Uses: 2-(2,4-Difluorophenyl)-3-(1H-1,2,4-triazol-1-yl)-1,2-propanediol is a diol impurity of the antifungal agent Fluconazole (F421000). 2-(2,4-Difluorophenyl)-3-(1H-1,2,4-triazol-1-yl)-1,2-propanediol (Fluconazole EP Impurity F) is a diol impurity of the antifungal agent Fluconazole (F421000).

Technology Process of 2-(2,4-difluorophenyl)-3-(1H-1,2,4-triazol-1-yl)propane-1,2-diol

There total 13 articles about 2-(2,4-difluorophenyl)-3-(1H-1,2,4-triazol-1-yl)propane-1,2-diol 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: 87.0%

2-(2,4-difluoro-phenyl)-2-hydroxy-3-[1,2,4]triazol-1-yl-propionic acid (847952-06-1) → (S)-(+)-2(2,4-Difluorophenyl)-3-(1,2,4-triazol-1-yl)-1,2-propanediol (118689-07-9)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 24h;

DOI:10.1021/jm0494772

Reference yield: 75.0%

(S)-1-((2-(2,4-difluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole (141113-42-0) → (S)-(+)-2(2,4-Difluorophenyl)-3-(1,2,4-triazol-1-yl)-1,2-propanediol (118689-07-9)

Guidance literature:

With formic acid; water; for 18h; Heating;

DOI:10.1016/0040-4039(94)88071-9

Reference yield: 57.0%

1-(2-(2,4-difluorophenyl)allyl)-1H-1,2,4-triazole (156570-15-9) → (S)-(+)-2(2,4-Difluorophenyl)-3-(1,2,4-triazol-1-yl)-1,2-propanediol (118689-07-9)

Guidance literature:

With water; oxygen; palladium diacetate; sodium carbonate; at 100 ℃; for 24h; under 6080.41 Torr; Autoclave;

DOI:10.1021/jo100125q

upstream raw materials:

(S)-1-((2-(2,4-difluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole

Acetic acid (S)-2-(2,4-difluoro-phenyl)-2-hydroxy-3-[1,2,4]triazol-1-yl-propyl ester

2-(2,4-difluoro-phenyl)-2-hydroxy-3-[1,2,4]triazol-1-yl-propionic acid

1-[2-(2,4-difluorophenyl)-2,3-epoxypropyl]-1H-1,2,4-triazole

Downstream raw materials:

Acetic acid (S)-2-(2,4-difluoro-phenyl)-2-hydroxy-3-[1,2,4]triazol-1-yl-propyl ester

1-[4-(4-{4-[(2R,4S)-4-(2,4-Difluoro-phenyl)-4-[1,2,4]triazol-1-ylmethyl-[1,3]dioxolan-2-ylmethoxy]-phenyl}-piperazin-1-yl)-phenyl]-3-isopropyl-imidazolidin-2-one

(2S-cis)-1-{4-[4-(4-{[4-(2,4-difluorophenyl)-4-(1H-1,2,4-triazol-1-yl-methyl)-1,3-dioxolan-2-yl]methoxy}phenyl)-piperazin-1-yl]phenyl}-3-(1-methylethyl)-2-imidazolidinone