30094-32-7

Usage

Uses

Used in Chemical Synthesis:
Diethylphosphonofluoroacetic acid is used as a precursor in the synthesis of organophosphorus compounds for various industrial and agricultural applications. Its ability to form a wide range of organophosphorus compounds makes it a valuable chemical intermediate.
Used in Chemical Warfare:
Due to its high toxicity, diethylphosphonofluoroacetic acid can be used as a chemical warfare agent. However, its use in this context is strictly regulated and controlled under international law to prevent its misuse.
Used in Regulatory Compliance:
As a Schedule 1 substance under the Chemical Weapons Convention, diethylphosphonofluoroacetic acid is subject to strict regulations and safety measures. Its use in research, production, and storage must adhere to the guidelines set forth by the convention to ensure the prevention of chemical warfare and promote global security.

Upstream product

• 2356-16-3 ethyl(diethylphosphono)(fluoro)acetate 
• 124-38-9 carbon dioxide 
• 65094-25-9 diethyl dibromofluoromethylphosphonate 

Downstream Products

• 598-02-7 Diethyl phosphate 
• 20397-61-9 (Z)-2-fluoro-3-phenylacrylic acid 
• 26928-12-1 (Z)-2-fluoro-3-(4-methoxyphenyl)-2-propenoic acid 
• 113425-72-2 (2E)-2-fluoro-4-methylpent-2-enoic acid 
• 24116-73-2 acide methyl-4 fluoro-2 pentenoique-2 
• 55305-83-4 2-fluoro-3-phenyl-2-butenoic acid 
• 55305-82-3 2-fluoro-3-phenyl-2-butenoic acid 
• 332-21-8 2-fluoro-5t-phenyl-penta-2ξ,4-dienoic acid 
• 350-90-3 (Z/E)-2-fluoro-3-phenylprop-2-enoic acid 
• 440673-92-7 (2E)-3-cyclohexyl-2-fluoroacrylic acid 
• 569686-42-6 (Diethoxy-phosphoryl)-fluoro-acetic acid (3S,3aR,6R,6aR)-6-benzyloxy-hexahydro-furo[3,2-b]furan-3-yl ester 
• 569686-38-0 1,4:3,6-dianhydro-2-O-benzyl-5-O-(2-diethylphosphono-2-fluoro)acetyl-D-mannitol 

Relevant academic research and scientific papers

NITROGENOUS HETEROCYCLIC COMPOUND, PREPARATION METHOD, INTERMEDIATE, COMPOSITION, AND APPLICATION

A nitrogenous heterocyclic compound, a preparation method, an intermediate, a composition, and an application. The present invention provides a nitrogenous heterocyclic compound as represented by formula I, pharmaceutically acceptable salts thereof, enantiomers thereof, diastereoisomers thereof, tautomers thereof, solvates thereof, metabolites thereof, or prodrugs thereof. The compound has high inhibitory activity against ErbB2 tyrosine kinase, has good inhibitory activity against human breast cancer cells BT-474, human gastric cancer cells NCI-N87 and the like with high expression of ErbB2, and in addition has relatively weak inhibitory activity against EGFR kinase, that is, the compound is an EGFR/ErbB2 double target inhibitor that attenuates EGFR kinase inhibitory activity or a small-molecule inhibitor having selectivity for an ErbB2 target. (I)

Diastereo- and Enantioselective Synthesis of Fluorine Motifs with Two Contiguous Stereogenic Centers

The synthesis of chiral fluorine containing motifs, in particular, chiral fluorine molecules with two contiguous stereogenic centers, has attracted much interest in research due to the limited number of methods available for their preparation. Herein, we report an atom-economical and highly stereoselective synthesis of chiral fluorine molecules with two contiguous stereogenic centers via azabicyclo iridium-oxazoline-phosphine-catalyzed hydrogenation of readily available vinyl fluorides. Various aromatic, aliphatic, and heterocyclic systems with a variety of functional groups were found to be compatible with the reaction and provide the highly desirable product as single diastereomers with excellent enantioselectivities.

INHIBITORS OF BRUTON'S TYROSINE KINASE

Disclosed herein are compounds that inhibit Bruton's tyrosine kinase (Btk). Also described are irreversible inhibitors of Btk. In addition, reversible inhibitors of Btk are also described. Also disclosed are pharmaceutical compositions that include the compounds. Methods of using the Btk inhibitors are disclosed, alone or in combination with other therapeutic agents, for the treatment of autoimmune diseases or conditions, heteroimmune diseases or conditions, cancer, including lymphoma, and inflammatory diseases or conditions.

A chemical tuned strategy to develop novel irreversible EGFR-TK inhibitors with improved safety and pharmacokinetic profiles

Gatekeeper T790 M mutation in EGFR is the most prevalent factor underlying acquired resistance. Acrylamide-bearing quinazoline derivatives are powerful irreversible inhibitors for overcoming resistance. Nevertheless, concerns about the risk of nonspecific covalent modification have motivated the development of novel cysteine-targeting inhibitors. In this paper, we demonstrate that fluoro-substituted olefins can be tuned to alter Michael addition reactivity. Incorporation of these olefins into the quinazoline templates produced potent EGFR inhibitors with improved safety and pharmacokinetic properties. A lead compound 5a was validated against EGFRWT, EGFRT790M as well as A431 and H1975 cancer cell lines. Additionally, compound 5a displayed a weaker inhibition against the EGFR-independent cancer cell line SW620 when compared with afatinib. Oral administration of 5a at a dose of 30 mg/kg induced tumor regression in a murine-EGFRL858R/T790M driven H1975 xenograft model. Also, 5a exhibited improved oral bioavailability and safety as well as favorable tissue distribution properties and enhanced brain uptake. These findings provide the basis of a promising strategy toward the treatment of NSCLC patients with drug resistance.

An efficient access to (Z)-β-fluoroallyl alcohols based on the two carbon homologation of aromatic aldehydes by Horner-Wadsworth-Emmons reaction with 2-(diethoxyphosphinyl)-2-fluoro-ethanethioic acid, S-ethyl ester followed by reduction with sodium borohy

We describe a biomimetic approach to (Z)-β-fluoroallyl alcohols based on the two carbon homologation of aromatic aldehydes to α-fluorocinnamic thioesters by Horner-Wadsworth-Emmons reaction with 2-(diethoxyphosphinyl)-2- fluoro-ethanethioic acid, S-ethyl

A new general approach to 4-substituted-3-halo-2-quinolones

A general procedure for the preparation of 4-substituted-3-halo-2-quinolones (halo = F, Cl, Br) utilizing 2-halo diethylphosphonoacetic acids (halo = F, Cl, Br) and o-aminophenylketones as the starting materials is described. The title compounds are obtained by an intramolecular Horner-Wadsworth-Emmons olefination of halogen-containing N-acyl-o-aminophenylketones. The transformation process is generally applicable under mild conditions.

Practical synthesis of DQ-113, a new quinolone antibacterial agent, by using the intramolecular Horner-Wadsworth-Emmons reaction

A practical route was developed for synthesizing the C-7 substituent of DQ-113 (6, 5-amino-7-[(3S,4R)-4-(1-aminocycloprop-1-yl)-3-fluoropyrrolidin-1-yl] -6-fluoro-1-[(1R,2S)-2-fluorocyclopropan-1-yl]-1, 4-dihydro-8-methyl-4-oxoquinolin-3-carboxylic acid),

Toward (Z)-selective Horner-Wadsworth-Emmons reaction of aldehydes with 2-fluoro-2-diethylphosphonoacetic acid

The stereoselective Horner-Wadsworth-Emmons reaction of aldehydes with 2-fluoro-2-diethylphosphonoacetic acid utilizing i-PrMgBr afforded (Z)-α-fluoro-α,β-unsaturated carboxylic acids as the major products.

New routes to diethyl 1-fluoromethylphosphonocarboxylates and diethyl 1-fluoromethylphosphonocarboxylic acid

Diethyl 1-fluoromethylphosphonocarboxylic esters 4, bearing a variety of ester groups (alkyl, aryl), have been conveniently prepared in a one-pot process, by reaction of chloroformates with 1-lithio-1-fluoro-1-(trimethylsilyl)methylposphonate 2 derived from 1,1-dibromo-1-fluoromethylphosphonate 1. The overall yields generally range from 80 to 91%. Reaction of 2 with CO2 leads to a novel efficient synthesis of diethyl 1-fluoromethylphosphonocarboxylic acid 7 in 86% yield.

2-Diethoxyphosphoryl alcanoic acid dianions (lithium α-lithiocarboxylates) IV. A direct route to 2-fluoro-2-alkenoic acids by the Horner synthesis. Application in the field of pyrethroids

2-Diethoxyphosphoryl-2-fluoroacetic acid was converted into the lithium α lithiocarboxylate dianion by treatment with n-butyllithium in hexane/tetrahydrofuran at -70 deg C.The Horner reaction between this new dianion and carbonyl compounds gave various 2-fluoro-2alkenoic acids.Application of the method to the cis,trans caronaldehyde ethyl esters led to the 2-fluoroethenyl pyrethroid derivatives (Z-cis, E-cis, Z-trans, E-trans).