133384-81-3

Basic information

• Product Name: dibenzyl 2-fluoroMalonate
• Synonyms: dibenzyl 2-fluoroMalonate
• CAS NO: 133384-81-3
• Molecular Formula: C₁₇H₁₅FO₄
• Molecular Weight: 302.2970032
• Mol File: 133384-81-3.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 399.5±32.0 °C(Predicted)
• Appearance: /
• Density: 1.232±0.06 g/cm3(Predicted)
• PKA: 10.21±0.46(Predicted)
• CAS DataBase Reference: dibenzyl 2-fluoroMalonate(CAS DataBase Reference)
• NIST Chemistry Reference: dibenzyl 2-fluoroMalonate(133384-81-3)
• EPA Substance Registry System: dibenzyl 2-fluoroMalonate(133384-81-3)

Safety Data

• Hazardous Substances Data: 133384-81-3(Hazardous Substances Data)

Upstream product

• 685-88-1 fluoromalonic acid diethyl ester 
• 100-51-6 benzyl alcohol 
• 344-14-9 dimethyl 2-fluoromalonate 
• 15014-25-2 malonic acid dibenzyl ester 

Downstream Products

• 133384-82-4 N-phthalyl-4-fluoro-4-benzyloxycarbonyl-glutamic acid, α-methyl, γ-benzyl diester 

Relevant articles and documents

Peptide-based covalent inhibitors of MALT1 paracaspase

Potent and selective substrate-based covalent inhibitors of MALT1 protease were developed from the tetrapeptide tool compound Z-VRPR-fmk. To improve cell permeability, we replaced one arginine residue. We further optimized a series of tripeptides and identified compounds that were potent in both a GloSensor reporter assay measuring cellular MALT1 protease activity, and an OCI-Ly3 cell proliferation assay. Example compounds showed good overall selectivity towards cysteine proteases, and one compound was selected for further profiling in ABL-DLBCL cells and xenograft efficacy models.

METHOD FOR PRODUCING FLUOROMALONIC ESTER DERIVATIVE

PROBLEM TO BE SOLVED: To provide a method for producing a fluoromalonic ester derivative, useful as a raw material of electronic materials and as a synthetic intermediate of an agrochemical, which does not use or waste an expensive fluorinating agent and also has a short process. SOLUTION: A fluoromalonic ester derivative represented by a formula (2) is produced by reacting a malonic ester derivative with the 2-position modified with R3 with N-fluoro-bis(methanesulfonyl)imide in the presence of a Lewis acid. (R1 and R2 are each independently a methyl group, an ethyl group, a C3-4 linear, branched or cyclic alkyl group, a phenyl group, or a benzyl group; and R3 is H, a methyl group or an ethyl group.) SELECTED DRAWING: None COPYRIGHT: (C)2016,JPO&INPIT

A Convenient Synthesis of 2-Fluoro- and 2-Chloromalonic Esters Mediated by Hypervalent Iodine

Direct fluorination of malonic esters with a reagent system of iodosylbenzene and Et3N·5HF gave the corresponding 2-fluoromalonic esters in good to high yields. Direct chlorination using iodosylbenzene and hydrochloric acid also provided the 2-chloromalonates in high yields.