Beclobrate

Base Information

• Chemical Name: Beclobrate
• CAS No.: 55937-99-0
• Deprecated CAS: 57081-61-5
• Molecular Formula: C20H23 Cl O3
• Molecular Weight: 346.854
• Hs Code.: 2918990090
• European Community (EC) Number: 259-912-4
• UNII: USZ5MY269R
• DSSTox Substance ID: DTXSID101021600,DTXSID00866522
• Nikkaji Number: J65.869C
• NCI Thesaurus Code: C72989
• ChEMBL ID: CHEMBL152684
• Mol file: 55937-99-0.mol

Synonyms:2-(4-((4-chlorophenyl)methyl)phenoxy)-2-methylbutanoic acid ethyl ester;beclobrate;beclobrate, (+-)-isomer;Sgd 24774

Chemical Property of Beclobrate

Chemical Property:

• Vapor Pressure: 7.43E-08mmHg at 25°C
• Refractive Index: 1.541
• Boiling Point: 437.5°Cat760mmHg
• Flash Point: 149.6°C
• PSA: 35.53000
• Density: 1.128g/cm³
• LogP: 5.04140
• Storage Temp.: 2-8°C
• XLogP3: 5.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 346.1335723
• Heavy Atom Count: 24
• Complexity: 384

Purity/Quality:

98%Min ^*data from raw suppliers

Beclobrate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)(C(=O)OCC)OC1=CC=C(C=C1)CC2=CC=C(C=C2)Cl
• Description: Beclobrate is a hypolipidemic agent related structurally to clofibrate. It is reportedly useful in types IIa-V hyperlipoproteinemias, promoting normalization of t h e atherogenic index.
• Therapeutic Function: Antihyperlipidemic

Technology Process of Beclobrate

There total 17 articles about Beclobrate 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: 89.0%

ethyl 2-phenoxy-2-methylbutanoate + para-Chlorobenzyl alcohol (873-76-7) → beclobrate (55937-99-0)

Guidance literature:

With ferroceniumboronic acid hexafluoroantimonate salt; In nitromethane; at 80 ℃; for 24h;

DOI:10.1021/jacs.5b05076

Reference yield: 70.0%

ethyl 2-[4-(4-chlorobenzyl)phenoxy]propanoate (57125-30-1,71565-47-4) + ethyl iodide (75-03-6) → beclobrate (55937-99-0)

Guidance literature:

ethyl 2-[4-(4-chlorobenzyl)phenoxy]propanoate; With lithium hexamethyldisilazane; In tetrahydrofuran; at 27 - 30 ℃; for 0.0833333h; Inert atmosphere;

ethyl iodide; In tetrahydrofuran; for 2h; Inert atmosphere;

DOI:10.1039/c7ob02007d

Reference yield: 60.0%

ethyl 2-(4-bromophenoxy)-2-methylbutanoate (28139-26-6) + para-Chlorobenzyl alcohol (873-76-7) → beclobrate (55937-99-0)

Guidance literature:

ethyl 2-(4-bromophenoxy)-2-methylbutanoate; para-Chlorobenzyl alcohol; With cobalt(II) phthalocyanine; N-ethyl-N,N-diisopropylamine; zinc; Methanesulfonic anhydride; In N,N-dimethyl acetamide; at 20 ℃; for 1h;

With nickel(II) bromide trihydrate; at 20 ℃;

DOI:10.1039/c4sc03106g

upstream raw materials:

2-bromo-2-ethyl-2-methyl acetic acid ethyl ester

4-(4-chloro-benzyl)-phenol

ethanol

chloroform

Downstream raw materials:

2-[4-(4-Chloro-benzyl)-phenoxy]-2-methyl-butyric acid 2-phenoxy-ethyl ester

2-[4-(4-Chloro-benzyl)-phenoxy]-2-methyl-butyric acid 3,3,5-trimethyl-cyclohexyl ester

2-[4-(4-Chloro-benzyl)-phenoxy]-2-methyl-butyric acid 2-acetylamino-ethyl ester

2-[4-(4-Chloro-benzyl)-phenoxy]-2-methyl-butyric acid benzyl ester

Refernces

• 1、 He, Zhiqi,Song, Feifei,Sun, Huan,Huang, Yong. "Transition-Metal-Free Suzuki-Type Cross-Coupling Reaction of Benzyl Halides and Boronic Acids via 1,2-Metalate Shift". . p. 2693 - 2699. Retrieved 2018/02/28.
• 2、 Huang, Ruofeng,Zhang, Xiaohui,Pan, Jing,Li, Jiaqiang,Shen, Hang,Ling, Xuege,Xiong, Yan. "Benzylation of arenes with benzyl halides synergistically promoted by in situ generated superacid boron trifluoride monohydrate and tetrahaloboric acid". supporting information. p. 1540 - 1546. Retrieved 2015/03/04.