Benzoic acid [(2R)-2alpha-(2,4-dichlorophenyl)-2beta-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4beta-yl]methyl ester

Base Information

• Chemical Name: Benzoic acid [(2R)-2alpha-(2,4-dichlorophenyl)-2beta-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4beta-yl]methyl ester
• CAS No.: 67914-84-5
• Molecular Formula: C₂₀H₁₇Cl₂N₃O₄
• Molecular Weight: 434.279
• Nikkaji Number: J283.066C
• Mol file: 67914-84-5.mol

Synonyms:Benzoic acid [(2R)-2alpha-(2,4-dichlorophenyl)-2beta-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4beta-yl]methyl ester

Chemical Property of Benzoic acid [(2R)-2alpha-(2,4-dichlorophenyl)-2beta-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4beta-yl]methyl ester

Chemical Property:

• Vapor Pressure: 5.54E-14mmHg at 25°C
• Boiling Point: 591.9°Cat760mmHg
• Flash Point: 311.8°C
• PSA: 75.47000
• Density: 1.44g/cm³
• LogP: 3.71030
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 433.0596114
• Heavy Atom Count: 29
• Complexity: 566

Purity/Quality:

99% ^*data from raw 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)COC(=O)C4=CC=CC=C4
• Isomeric SMILES: C1[C@@H](O[C@@](O1)(CN2C=NC=N2)C3=C(C=C(C=C3)Cl)Cl)COC(=O)C4=CC=CC=C4

Technology Process of Benzoic acid [(2R)-2alpha-(2,4-dichlorophenyl)-2beta-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4beta-yl]methyl ester

There total 12 articles about Benzoic acid [(2R)-2alpha-(2,4-dichlorophenyl)-2beta-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4beta-yl]methyl ester 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: 90.0%

sodium benzoate (532-32-1) + C13H12Cl3N3O2 → cis-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolane-4-methanol benzoate (ester) (67914-84-5)

Guidance literature:

In N,N-dimethyl-formamide; at 130 ℃; for 20h; Solvent; Temperature;

Reference yield: 86.3%

sodium benzoate (532-32-1) + C13H12Cl3N3O2 → Benzoic acid (2R,4R)-2-(2,4-dichloro-phenyl)-2-[1,2,4]triazol-1-ylmethyl-[1,3]dioxolan-4-ylmethyl ester (172587-56-3,67914-84-5)

Guidance literature:

In 1-methyl-pyrrolidin-2-one; at 120 ℃; for 10h; Solvent; Temperature;

Reference yield:

1-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone (58905-16-1) → cis-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolane-4-methanol benzoate (ester) (67914-84-5)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluorormethanesulfonic acid / toluene / 6 h / 80 °C

2: N,N-dimethyl-formamide / 20 h / 130 °C

With trifluorormethanesulfonic acid; In N,N-dimethyl-formamide; toluene;

upstream raw materials:

1,2,4-Triazole

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

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

(2-(2,4-dichlorophenyl)-2-methyl-1,3-dioxolan-4-yl)methanol

Refernces

• 1、 -. "An optical pure itraconazole key intermediate and synthetic method and by the intermediate synthesis of optically pure itraconazole method". . . Retrieved 2018/09/26.
• 2、 Camps, Pelayo,Farres, Xavier,Garcia, M Luisa,Mauleon, David,Carganico, Germano. "Stereoselective Syntheses of (+)- and (-)-Terconazole". . p. 2365 - 2368. Retrieved 2007/10/03.