1,3-Dioxolan-2-one, 5-butyl-4-(2,4-dichlorophenyl)-4-(1H-1,2,4-triazol-1-ylmethyl)-, (4S,5R)-

Base Information

• Chemical Name: 1,3-Dioxolan-2-one, 5-butyl-4-(2,4-dichlorophenyl)-4-(1H-1,2,4-triazol-1-ylmethyl)-, (4S,5R)-
• CAS No.: 107659-85-8
• Molecular Formula: C₁₆H₁₇Cl₂N₃O₃
• Molecular Weight: 370.235
• DSSTox Substance ID: DTXSID00148178
• Wikidata: Q83013648
• ChEMBL ID: CHEMBL275275
• Mol file: 107659-85-8.mol

Synonyms:107659-85-8;1,3-Dioxolan-2-one, 5-butyl-4-(2,4-dichlorophenyl)-4-(1H-1,2,4-triazol-1-ylmethyl)-, (4S,5R)-;(4S,5R)-5-butyl-4-(2,4-dichlorophenyl)-4-(1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-2-one;CHEMBL275275;DTXSID00148178;1,3-Dioxolan-2-one, 5-butyl-4-(2,4-dichlorophenyl)-4-(1H-1,2,4-triazol-1-ylmethyl)-, rel-(4S,5R)-

Chemical Property of 1,3-Dioxolan-2-one, 5-butyl-4-(2,4-dichlorophenyl)-4-(1H-1,2,4-triazol-1-ylmethyl)-, (4S,5R)-

Chemical Property:

• Vapor Pressure: 5.86E-13mmHg at 25°C
• Boiling Point: 568.9°Cat760mmHg
• Flash Point: 297.9°C
• Density: 1.43g/cm³
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 369.0646968
• Heavy Atom Count: 24
• Complexity: 456

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1C(OC(=O)O1)(CN2C=NC=N2)C3=C(C=C(C=C3)Cl)Cl
• Isomeric SMILES: CCCC[C@@H]1[C@@](OC(=O)O1)(CN2C=NC=N2)C3=C(C=C(C=C3)Cl)Cl

Technology Process of 1,3-Dioxolan-2-one, 5-butyl-4-(2,4-dichlorophenyl)-4-(1H-1,2,4-triazol-1-ylmethyl)-, (4S,5R)-

There total 5 articles about 1,3-Dioxolan-2-one, 5-butyl-4-(2,4-dichlorophenyl)-4-(1H-1,2,4-triazol-1-ylmethyl)-, (4S,5R)- 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: 42.0%

(2S,3R)-2-(2,4-Dichloro-phenyl)-1-[1,2,4]triazol-1-yl-heptane-2,3-diol (93363-47-4) + 1,1'-carbonyldiimidazole (530-62-1) → (4S,5R)-5-Butyl-4-(2,4-dichloro-phenyl)-4-[1,2,4]triazol-1-ylmethyl-[1,3]dioxolan-2-one (107659-85-8)

Guidance literature:

In dichloromethane; for 1h; Heating;

DOI:10.1021/jm00389a016

Reference yield:

2-(2,4-Dichloro-phenyl)-hept-1-en-3-one → (4S,5R)-5-Butyl-4-(2,4-dichloro-phenyl)-4-[1,2,4]triazol-1-ylmethyl-[1,3]dioxolan-2-one (107659-85-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 10percent aq. NaOH, 30percent aq. H₂O₂ / acetone / 0.5 h / Ambient temperature

2: 1.) NaH / 1.) DMF, RT, 5 min, 2.) DMF, 50 deg C, 17 h

3: NaBH₄ / ethanol / 1 h / Ambient temperature

4: 42 percent / CH₂Cl₂ / 1 h / Heating

With sodium hydroxide; sodium tetrahydroborate; dihydrogen peroxide; sodium hydride; In ethanol; dichloromethane; acetone;

DOI:10.1021/jm00389a016

Reference yield:

1-(2,4-Dichloro-phenyl)-hexan-2-one → (4S,5R)-5-Butyl-4-(2,4-dichloro-phenyl)-4-[1,2,4]triazol-1-ylmethyl-[1,3]dioxolan-2-one (107659-85-8)

Guidance literature:

Multi-step reaction with 5 steps

1: acetic anhydride / 0.25 h / Ambient temperature

2: 10percent aq. NaOH, 30percent aq. H₂O₂ / acetone / 0.5 h / Ambient temperature

3: 1.) NaH / 1.) DMF, RT, 5 min, 2.) DMF, 50 deg C, 17 h

4: NaBH₄ / ethanol / 1 h / Ambient temperature

5: 42 percent / CH₂Cl₂ / 1 h / Heating

With sodium hydroxide; sodium tetrahydroborate; dihydrogen peroxide; sodium hydride; In ethanol; dichloromethane; acetic anhydride; acetone;

DOI:10.1021/jm00389a016

upstream raw materials:

(2S,3R)-2-(2,4-Dichloro-phenyl)-1-[1,2,4]triazol-1-yl-heptane-2,3-diol

1,1'-carbonyldiimidazole

2-(2,4-Dichloro-phenyl)-2-hydroxy-1-[1,2,4]triazol-1-yl-heptan-3-one