113187-28-3

Usage

Uses

Used in Pharmaceutical Industry:
ALLYL DIETHYLPHOSPHONOACETATE is used as a reactant for the Horner-Wadsworth-Emmons reaction, which is crucial in the synthesis of various pharmaceutical compounds, including potential anticancer agents.
Used in Chemical Synthesis:
In the field of chemical synthesis, ALLYL DIETHYLPHOSPHONOACETATE is used as a reactant for the preparation of phosphonate-functionalized cyclopentenones. This application is significant for the development of new organic compounds with potential applications in various industries.
Used in Anticancer Research:
ALLYL DIETHYLPHOSPHONOACETATE is used in the preparation of salicylihalamide analogs, such as saliphenylhalamide, which are potential vacuolar ATPase inhibitors and anticancer agents. These compounds show promise in the development of new treatments for cancer.
Used in Peptide Synthesis:
In the field of peptide synthesis, ALLYL DIETHYLPHOSPHONOACETATE is used in the solid-phase synthesis of olefin-containing peptides. These peptides act as inhibitors of HTLV-1 protease, which is a target for the development of antiviral therapies.
Used in Material Science:
ALLYL DIETHYLPHOSPHONOACETATE is also used in the synthesis of fluorescent poly(aromatic amide) dendrimers. These dendrimers have potential applications in various fields, including sensing, imaging, and drug delivery systems.

InChI:InChI=1/C9H17O5P/c1-4-7-12-9(10)8-15(11,13-5-2)14-6-3/h4H,1,5-8H2,2-3H3

Upstream product

• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 106-95-6 allyl bromide 
• 3095-95-2 diethylphosphonoacetic acid 
• 40630-84-0 allyl bromoacetate 
• 122-52-1 triethyl phosphite 
• 107-18-6 allyl alcohol 
• 2916-14-5 allyl chloroacetate 
• 2303-76-6 sodium diethyl phosphite 

Downstream Products

• 178113-97-8 (E)-(6S,7S,8S)-8-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-6-methyl-non-2-enoic acid allyl ester 
• 1028288-85-8 prop-2-enyl <(2S,3S,6R)-2-<(1S)-1-(4-methoxybenzyloxy)ethyl>-3-methyloxan-6-yl>ethanoate 
• 288374-70-9 allyl (5R,6S,8R)-5-hydroxy-6-methyl-7-oxo-8-[(tert-butyldimethylsilyl)oxy]-8-phenyl-oct-2(E)-enoate 
• 359766-29-3 Benzoic acid (2S,3R,4R,5R,6R)-6-((E)-2-allyloxycarbonyl-vinyl)-5-hydroxy-4-methanesulfonyloxy-5-methyl-2-triisopropylsilanyloxy-tetrahydro-pyran-3-yl ester 
• 436143-85-0 (E)-(5S,6S)-6-((4R,5R)-2,2-Dimethyl-5-phenyl-[1,3]dioxolan-4-yl)-5-hydroxy-hept-2-enoic acid allyl ester 
• 831179-74-9 3,5-dinitrocinnamic acid allyl ester 
• 1155870-71-5 tert-butyl (6R)-6-({5-[(1E)-3-(allyloxy)-3-oxoprop-1-en-1-yl]-6-phenylfuro[2,3-d]pyrimidin-4-yl}oxy)heptanoate 
• 1226695-39-1 C₁₉H₂₅O₆P 
• 1226695-41-5 C₁₉H₂₅O₆P 

Relevant academic research and scientific papers

Synthesis of activated alkenes bearing the difluoromethylene-phosphonate group: A range of building blocks for the synthesis of secondary difluorophosphonates

Active methylene compounds reacted readily with stable hydrate 2-diethoxyphosphoryl-2,2-difluoroethane-1,1-diol to afford a range of activated alkenes bearing the difluoromethylenephosphonate group, a useful motif in the synthesis of phosphate ester mimics of biological interest. Wadsworth-Horner-Emmons reactions were employed using modified Rathke conditions for the syntheses of alkenoates, an alkenoic acid and a vinyl sulfone, while a Henry reaction followed by E1cB dehydration afforded an enedioate and a nitroalkene. A vinyl sulfoxide was less straightforward to synthesise and dephosphorylation to a difluoromethyl congener accompanied attempts to force the reaction to completion. The Royal Society of Chemistry 1999.

Phosphorylated cyclopropanes in the synthesis of α-alkylidene-γ-butyrolactones: Total synthesis of (±)-savinin, (±)-gadain and (±)-peperomin e

Phosphorylated cyclopropanes, generated via the Rh(ii)-catalysed intramolecular cyclopropanation of α-(diethoxyphosphoryl)acetates, have been found to be useful precursors in the synthesis of α-alkylidene-γ-butyrolactones. These cyclopropyl intermediates undergo regioselective reductive ring-opening and subsequent Horner-Wadsworth-Emmons olefination to complete the synthesis. Total syntheses of (±)-savinin and (±)-gadain, as well as the first total synthesis of (±)-peperomin E, are all described using this method.

Total Synthesis and Determination of the Absolute Configuration of Vinylamycin

The absolute configurations of the three unknown chiral centers in vinylamycin were predicted according to the structural comparison with microtermolide A and rakicidin A, and then total syntheses of vinylamycin were applied to determine the three unknown chiral centers as 14R, 15R, and 16S.

Methylidene oxazolidinone compound and preparation method thereof

A methylidene oxazolidinone compound represented by formula (1) or a pharmaceutically acceptable salt thereof, and a preparation method thereof, showing superior antimicrobial activities against gram-positive germs including resistant strains such as meth

Total Synthesis of Mycinolide-V

The first synthesis of mycinolide-V (1) is reported. 1 is the aglycon of mycinamycin-V, a 16-membered macrolide antibiotic.The synthesis starts from a C-3/C-9 segment, which has been extended to a C-1/C-10 building block, and subsequently condensed with a C-11/C-17 segment.