Vvr4774tea

Base Information

• Chemical Name: Vvr4774tea
• CAS No.: 42771-81-3
• Molecular Formula: C₂₀H₂₁FO₄
• Molecular Weight: 344.383
• UNII: VVR4774TEA
• Nikkaji Number: J425.327B
• Mol file: 42771-81-3.mol

Synonyms:VVR4774TEA;SCHEMBL2138531;1,3-Diethyl 2-(2-fluoro[1,1'-biphenyl]-4-yl)-2-methylpropanedioate;Propanedioic acid, (2-fluoro[1,1'-biphenyl]-4-yl)methyl-, diethyl ester;Propanedioic acid, 2-(2-fluoro[1,1'-biphenyl]-4-yl)-2-methyl-, 1,3-diethyl ester

Chemical Property of Vvr4774tea

Chemical Property:

• Boiling Point: 413.4±40.0 °C(Predicted)
• Density: 1.153±0.06 g/cm3(Predicted)
• Solubility.: Chloroform, Methanol
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 344.14238731
• Heavy Atom Count: 25
• Complexity: 441

Purity/Quality:

98% ^*data from raw suppliers

2-(2-Fluoro[1,1''-biphenyl]-4-yl)-2,3-dimethylbutanedioicAcidDimethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C(C)(C1=CC(=C(C=C1)C2=CC=CC=C2)F)C(=O)OCC
• Uses: 2-(2-Fluoro[1,1''-biphenyl]-4-yl)-2,3-dimethylbutanedioic Acid Dimethyl Ester is an intermediate in the synthesis of 2-(2-Fluoro[1,1''-biphenyl]-4-yl)-2,3-dimethylbutanedioic acid which is an impurity of Flurbiprofen (F598700), an anti-inflammatory used as an analgesic. Flurbiprofen impurity B.

Technology Process of Vvr4774tea

There total 10 articles about Vvr4774tea 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%

2-(4-amino-3-fluorophenyl)-2-methylmalonic acid diethyl ester (78543-08-5) + trimethyl orthoformate (149-73-5) → diethyl 2-(2-fluorobiphenyl-4-yl)-2-methylmalonate (42771-81-3)

Guidance literature:

With sodium nitrite; trichloroacetic acid; copper(I) chloride; In benzene;

Reference yield: 88.0%

2-(3-fluoro-4-iodophenyl)-2-methylmalonic acid diethyl ester (749917-24-6) + phenylboronic acid (98-80-6) → diethyl 2-(2-fluorobiphenyl-4-yl)-2-methylmalonate (42771-81-3)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In water; toluene; Reflux; Inert atmosphere;

DOI:10.1002/cmdc.201300490

Reference yield: 80.0%

diethyl 2-methyl-2-((3'-fluoro-4'-hydrazino)phenyl)malonate + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → diethyl 2-(2-fluorobiphenyl-4-yl)-2-methylmalonate (42771-81-3)

Guidance literature:

trimethyloctylammonium hydrogen sulfate salt; With dihydrogen peroxide; tungsten; In water; at 40 ℃; for 0.5h;

benzene; trimethyloctylammonium hydrogen sulfate salt; In water; at 30 ℃;

diethyl 2-methyl-2-((3'-fluoro-4'-hydrazino)phenyl)malonate; benzene; With dihydrogen peroxide; more than 3 stages;

upstream raw materials:

benzene

sodium carbonate

2-(4-amino-3-fluorophenyl)-2-methylmalonic acid diethyl ester

isopentyl nitrite

Downstream raw materials:

fluorobiprofen

2-(2-fluoro-4-biphenylyl)-2-methylmalonic acid

(S)-(+)-flurbiprofen

(R)-flurbiprofen