dibenzyl 2-fluoroMalonate

Base Information

• Chemical Name: dibenzyl 2-fluoroMalonate
• CAS No.: 133384-81-3
• Molecular Formula: C17H15FO4
• Molecular Weight: 302.302
• Mol file: 133384-81-3.mol

Synonyms:dibenzyl-2-fluoromalonate;

Chemical Property of dibenzyl 2-fluoroMalonate

Chemical Property:

• Boiling Point: 399.5±32.0 °C(Predicted)
• PKA: 10.21±0.46(Predicted)
• PSA: 52.60000
• Density: 1.232±0.06 g/cm3(Predicted)
• LogP: 2.81130

Purity/Quality:

≥95% ^*data from raw suppliers

dibenzyl2-fluoromalonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of dibenzyl 2-fluoroMalonate

There total 4 articles about dibenzyl 2-fluoroMalonate 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%

dimethyl 2-fluoromalonate (344-14-9) + benzyl alcohol (100-51-6,185532-71-2) → dibenzyl 2-fluoromalonate (133384-81-3)

Guidance literature:

With toluene-4-sulfonic acid; at 112 ℃; for 5h; under 75 Torr;

DOI:10.1016/S0968-0896(97)88649-X

Reference yield: 90.0%

fluoromalonic acid diethyl ester (685-88-1) + benzyl alcohol (100-51-6,185532-71-2) → dibenzyl 2-fluoromalonate (133384-81-3)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; Heating;

DOI:10.1016/S0040-4020(01)80939-X

Reference yield: 59.0%

→ dibenzyl 2-fluoromalonate (133384-81-3)

Guidance literature:

With titanium(IV) isopropylate; N-fluorobis(methanesulfonyl)imide; In dichloromethane; at 20 ℃; for 12h;

upstream raw materials:

fluoromalonic acid diethyl ester

benzyl alcohol

dimethyl 2-fluoromalonate

malonic acid dibenzyl ester

Downstream raw materials:

N-phthalyl-4-fluoro-4-benzyloxycarbonyl-glutamic acid, α-methyl, γ-benzyl diester

Refernces

• 1、 Chen, Hao,Das, Chittaranjan,Flaherty, Daniel P.,Galardy, Paul J.,Hewitt, Chad S.,Hussain, Sajjad,Imhoff, Ryan D.,Krabill, Aaron D.,Muli, Christine S.,Wendt, Michael K.. "Optimization and anti-cancer properties of fluoromethylketones as covalent inhibitors for ubiquitin C-terminal hydrolase L1". . . Retrieved 2021/05/31.
• 2、 Kitamura, Tsugio,Muta, Kensuke,Oyamada, Juzo. "A Convenient Synthesis of 2-Fluoro- and 2-Chloromalonic Esters Mediated by Hypervalent Iodine". . p. 3241 - 3245. Retrieved 2015/10/19.