cis-2-(2,4-Dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolane-4-methanol

Base Information

• Chemical Name: cis-2-(2,4-Dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolane-4-methanol
• CAS No.: 67914-85-6
• Molecular Formula: C13H13 Cl2 N3 O3
• Molecular Weight: 330.171
• European Community (EC) Number: 267-747-4
• Nikkaji Number: J285.382E
• Mol file: 67914-85-6.mol

Synonyms:67914-85-6;cis-2-(2,4-Dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolane-4-methanol;((2S,4R)-2-((1H-1,2,4-Triazol-1-yl)methyl)-2-(2,4-dichlorophenyl)-1,3-dioxolan-4-yl)methanol;[(2S,4R)-2-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methanol;EINECS 267-747-4;SCHEMBL8474047

Chemical Property of cis-2-(2,4-Dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolane-4-methanol

Chemical Property:

• Vapor Pressure: 1.29E-11mmHg at 25°C
• Melting Point: 126-129°C
• Boiling Point: 519.4°Cat760mmHg
• Flash Point: 267.9°C
• PSA: 69.40000
• Density: 1.56g/cm³
• LogP: 1.84560
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 329.0333967
• Heavy Atom Count: 21
• Complexity: 366

Purity/Quality:

99.9% ^*data from raw suppliers

cis-2-(2,4-Dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolane-4-methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(OC(O1)(CN2C=NC=N2)C3=C(C=C(C=C3)Cl)Cl)CO
• Isomeric SMILES: C1[C@H](O[C@](O1)(CN2C=NC=N2)C3=C(C=C(C=C3)Cl)Cl)CO
• Uses: cis-2-(2,4-Dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolane-4-methanol is an Itraconazole(I937500) Intermediate. Itraconazole(I937500) is an orally active antimycotic structurally related to Ketoconazol.

Technology Process of cis-2-(2,4-Dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolane-4-methanol

There total 11 articles about cis-2-(2,4-Dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolane-4-methanol 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: 95.3%

C20H19Cl2N3O3 → cis-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolane-4-methanol (67914-85-6)

Guidance literature:

With hydrogenchloride; palladium on activated charcoal; hydrogen; In methanol; water; at 20 ℃; for 18h; under 1500.15 Torr;

Reference yield: 55.0%

Benzoic acid (2R,4R)-2-(2,4-dichloro-phenyl)-2-[1,2,4]triazol-1-ylmethyl-[1,3]dioxolan-4-ylmethyl ester (67914-84-5) → cis-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolane-4-methanol (67914-85-6)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; for 2h; Heating;

DOI:10.1016/S0223-5234(97)83290-4

Reference yield:

2-(2,4-dichlorophenyl)-2-bromomethyl-4-hydroxymethyl-1,3-dioxolane (68751-57-5) → cis-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolane-4-methanol (67914-85-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 50 percent / pyridine / 3 h / 5 °C

2: NaH / paraffin; dimethylsulfoxide / 1.) room temperature, 1 h, 2.) 130 deg C, 12 h

3: 55 percent / 5 N NaOH / dioxane; H₂O / 2 h / Heating

With sodium hydroxide; sodium hydride; In 1,4-dioxane; pyridine; water; dimethyl sulfoxide; paraffin;

DOI:10.1016/S0223-5234(97)83290-4

upstream raw materials:

1,2,4-Triazole

(+/-)-cis-[2-(bromomethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolane-4-yl]methyl benzoate

Benzoic acid (2R,4R)-2-(2,4-dichloro-phenyl)-2-[1,2,4]triazol-1-ylmethyl-[1,3]dioxolan-4-ylmethyl ester

2-(2,4-dichlorophenyl)-2-bromomethyl-4-hydroxymethyl-1,3-dioxolane

Downstream raw materials:

Toluene-4-sulfonic acid (2R,4R)-2-(2,4-dichloro-phenyl)-2-[1,2,4]triazol-1-ylmethyl-[1,3]dioxolan-4-ylmethyl ester

(+/-)-Terconazole

cis-[2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methyl methanesulfonate