(3R)-2-(2,4-difluorophenyl)-3-(3,4,5,6-tetrahydro-2H-pyran-2-yl)oxy-1-(1H-1,2,4-triazol-1-yl)-2-butanol

Base Information

• Chemical Name: (3R)-2-(2,4-difluorophenyl)-3-(3,4,5,6-tetrahydro-2H-pyran-2-yl)oxy-1-(1H-1,2,4-triazol-1-yl)-2-butanol
• CAS No.: 844879-56-7
• Molecular Formula: C₁₇H₂₁F₂N₃O₃
• Molecular Weight: 353.369
• DSSTox Substance ID: DTXSID601115355
• Mol file: 844879-56-7.mol

Synonyms:SCHEMBL9044105;JIOCAXCXNCXZBR-AXOLYNHLSA-N;DTXSID601115355;(3R)-2-(2,4-difluorophenyl)-3-(3,4,5,6-tetrahydro-2H-pyran-2-yl)oxy-1-(1H-1,2,4-triazol-1-yl)-2-butanol;844879-56-7;(3R)-2-(2,4-difluorophenyl)-3-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)-1-(1H- 1,2,4-triazol-1-yl)-2-butanol

Chemical Property of (3R)-2-(2,4-difluorophenyl)-3-(3,4,5,6-tetrahydro-2H-pyran-2-yl)oxy-1-(1H-1,2,4-triazol-1-yl)-2-butanol

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 353.15509786
• Heavy Atom Count: 25
• Complexity: 434

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C(CN1C=NC=N1)(C2=C(C=C(C=C2)F)F)O)OC3CCCCO3
• Isomeric SMILES: C[C@H](C(CN1C=NC=N1)(C2=C(C=C(C=C2)F)F)O)OC3CCCCO3

Technology Process of (3R)-2-(2,4-difluorophenyl)-3-(3,4,5,6-tetrahydro-2H-pyran-2-yl)oxy-1-(1H-1,2,4-triazol-1-yl)-2-butanol

There total 10 articles about (3R)-2-(2,4-difluorophenyl)-3-(3,4,5,6-tetrahydro-2H-pyran-2-yl)oxy-1-(1H-1,2,4-triazol-1-yl)-2-butanol 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: 59.2%

1,2,4-Triazole (288-88-0) + 2-[(1R)-1-(3,4,5,6-Tetrahydro-2H-pyran-2-yl)oxyethyl]-2-(2,4-difluorophenyl)oxirane (212890-35-2) → (3R)-2-(2,4-difluorophenyl)-3-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)-1-(1H-1,2,4-triazol-1-yl)2-butanol (844879-56-7)

Guidance literature:

With sodium hydride; In DMF (N,N-dimethyl-formamide); at 0 - 80 ℃; for 12.5h;

Reference yield:

(2R)-2',4'-Difluoro-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)propiophenone (127001-03-0,132563-81-6,138381-87-0,138381-88-1,126918-17-0) → (3R)-2-(2,4-difluorophenyl)-3-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)-1-(1H-1,2,4-triazol-1-yl)2-butanol (844879-56-7)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH; DMSO

2: NaH / dimethylformamide / 80 °C

With sodium hydride; dimethyl sulfoxide; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2007.03.074

Reference yield:

4-[(2R)-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)-propionyl]morpholine (135270-08-5) → (3R)-2-(2,4-difluorophenyl)-3-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)-1-(1H-1,2,4-triazol-1-yl)2-butanol (844879-56-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / tetrahydrofuran

2: NaH; DMSO

3: NaH / dimethylformamide / 80 °C

With sodium hydride; dimethyl sulfoxide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2007.03.074

upstream raw materials:

1,2,4-Triazole

2-[(1R)-1-(3,4,5,6-Tetrahydro-2H-pyran-2-yl)oxyethyl]-2-(2,4-difluorophenyl)oxirane

sodium triazole

(2R)-2',4'-Difluoro-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)propiophenone

Downstream raw materials:

(2R,3R)-2-(2,4-difluorophenyl)-3-(5-nitro-1H-indazol-1-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol

(2R,3R)-3-(5-amino-1H-indazol-1-yl)-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol

(2R,3R)-2-(2,4-difluorophenyl)-3-(3-methyl-5-nitro-1H-indazol-1-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol