cis-3,5-Bis(4-chlorophenyl)-3-((1H-imidazol-1-yl)-methyl)-2-methylisoxazolidine

Base Information

• Chemical Name: cis-3,5-Bis(4-chlorophenyl)-3-((1H-imidazol-1-yl)-methyl)-2-methylisoxazolidine
• CAS No.: 113614-50-9
• Molecular Formula: C₂₀H₁₉Cl₂N₃O
• Molecular Weight: 388.296
• Mol file: 113614-50-9.mol

Synonyms:Isoxazolidine,3,5-bis(4-chlorophenyl)-3-(1H-imidazol-1-ylmethyl)-2-methyl-, cis- (9CI); PR967-234

Chemical Property of cis-3,5-Bis(4-chlorophenyl)-3-((1H-imidazol-1-yl)-methyl)-2-methylisoxazolidine

Chemical Property:

• Vapor Pressure: 5.98E-12mmHg at 25°C
• Melting Point: 137.5-139.5 °C(Solv: ethyl ether (60-29-7))
• Boiling Point: 545.3°Cat760mmHg
• PKA: 6.82±0.12(Predicted)
• Flash Point: 283.6°C
• PSA: 30.29000
• Density: 1.31g/cm³
• LogP: 5.03170

Purity/Quality:

CIS-3,5-BIS(4-CHLOROPHENYL)-3-((1H-IMIDAZOL-1-YL)-METHYL)-2-METHYLISOXAZOLIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of cis-3,5-Bis(4-chlorophenyl)-3-((1H-imidazol-1-yl)-methyl)-2-methylisoxazolidine

There total 3 articles about cis-3,5-Bis(4-chlorophenyl)-3-((1H-imidazol-1-yl)-methyl)-2-methylisoxazolidine 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: 68.0%

4-vinylbenzyl chloride (1073-67-2,24991-47-7) + 1-(4-chlorophenyl)-2-(1H-imidazol-1-yl)-N-methylethanimine N-oxide (119393-45-2,113944-25-5) → trans-3,5-bis(4-chlorophenyl)-3-(1H-imidazol-1-ylmethyl)-2-methylisoxazolidine (113614-51-0) + cis-3,5-bis(4-chlorophenyl)-3-(1H-imidazol-1-ylmethyl)-2-methylisoxazolidine (113614-50-9)

Guidance literature:

In toluene; for 48h; Heating;

DOI:10.1021/jm00118a027

Reference yield:

1-(4-chlorophenyl)-2-(1H-imidazol-1-yl)ethan-1-one (24155-32-6) → cis-3,5-bis(4-chlorophenyl)-3-(1H-imidazol-1-ylmethyl)-2-methylisoxazolidine (113614-50-9)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOAc / ethanol / 48 h / Ambient temperature

2: 68 percent / toluene / 48 h / Heating

With sodium acetate; In ethanol; toluene;

DOI:10.1021/jm00118a027

Reference yield:

4-vinylbenzyl chloride (1073-67-2,24991-47-7) + (E)-1-(4-chlorophenyl)-N-methyl-2-(1H-azol-1-yl)ethanimine N-oxide (113944-25-5,119393-45-2) → trans-3,5-bis(4-chlorophenyl)-3-(1H-imidazol-1-ylmethyl)-2-methylisoxazolidine (113614-51-0) + cis-3,5-bis(4-chlorophenyl)-3-(1H-imidazol-1-ylmethyl)-2-methylisoxazolidine (113614-50-9)

Guidance literature:

In toluene; Yield given. Yields of byproduct given; Heating;

upstream raw materials:

4-vinylbenzyl chloride

(E)-1-(4-chlorophenyl)-N-methyl-2-(1H-azol-1-yl)ethanimine N-oxide

1-(4-chlorophenyl)-2-(1H-imidazol-1-yl)-N-methylethanimine N-oxide

1-(4-chlorophenyl)-2-(1H-imidazol-1-yl)ethan-1-one

Refernces

• 1、 Mullen,DeCory,Mitchell,Allen,Kinsolving,Georgiev. "Studies on antifungal agents. 23. Novel substituted 3,5-diphenyl3-(1H-imidazol-1-ylmethyl)-2-alkylisoxazolidine derivatives". . p. 2008 - 2014. Retrieved 2007/10/02.