113187-28-3 Usage
Description
ALLYL DIETHYLPHOSPHONOACETATE, a versatile reagent in organic chemistry, is an organophosphorus compound that plays a significant role in various chemical reactions and synthesis processes. It is characterized by its ability to form stable intermediates and facilitate the formation of complex molecular structures.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 113187-28-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,3,1,8 and 7 respectively; the second part has 2 digits, 2 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 113187-28:
(8*1)+(7*1)+(6*3)+(5*1)+(4*8)+(3*7)+(2*2)+(1*8)=103
103 % 10 = 3
So 113187-28-3 is a valid CAS Registry Number.
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
113187-28-3Relevant articles and documents
Synthesis of activated alkenes bearing the difluoromethylene-phosphonate group: A range of building blocks for the synthesis of secondary difluorophosphonates
Blades, Kevin,Butt, Afshan H.,Stuart Cockerill,Easterfield, Howard J.,Lequeux, Thierry P.,Percy, Jonathan M.
, p. 3609 - 3614 (1999)
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.
Total Synthesis and Determination of the Absolute Configuration of Vinylamycin
Yang, Zhantao,Yang, Guang,Ma, Meiyan,Li, Jiangnan,Liu, Jianwei,Wang, Jinghan,Jiang, Shende,Zhang, Quan,Chen, Yue
, p. 5725 - 5727 (2015)
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.
Total Synthesis of Mycinolide-V
Hoffmann, Reinhard W.,Ditrich, Klaus
, p. 23 - 29 (2007/10/02)
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.
