3699-66-9 Usage
Description
TRIETHYL 2-PHOSPHONOPROPIONATE is a clear, colorless liquid with various applications in different industries, particularly in the fields of pharmaceuticals, chemical synthesis, and as an insecticide.
Uses
Used in Pharmaceutical and Chemical Research:
TRIETHYL 2-PHOSPHONOPROPIONATE is used as a reactant in intramolecular conjugate addition for the synthesis of floresolide B, enantioselective synthesis of spiroindane di-methyl acetic acid, and in stereoselective intramolecular Diels-Alder reactions. It plays an important role in Horner-Wadsworth-Emmons reactions and chemoenzymatic one-pot synthesis of gamma-butyrolactones. It is also used in the preparation of 3-[2]furyl-2-methyl-acrylic acid ethyl ester by reacting with furfural.
Used in Insecticide Studies:
TRIETHYL 2-PHOSPHONOPROPIONATE is used in studies involving insecticides and their efficacy on various bacteria, contributing to the development of more effective pest control methods.
Used in Virology:
TRIETHYL 2-PHOSPHONOPROPIONATE acts as inhibitors of Epstein-Barr virus transmission and infections, potentially aiding in the development of antiviral treatments and prevention strategies.
Purification Methods
Purify it by fractional distillation with high reflux ratio, preferably using a spinning band column. [Kosolapoff & Powell J Am Chem Soc 72 4198 1950, Kresze et al. Justus Liebigs Ann Chem 756 112 1972, Beilstein 4 IV 3617.]
Check Digit Verification of cas no
The CAS Registry Mumber 3699-66-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,6,9 and 9 respectively; the second part has 2 digits, 6 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 3699-66:
(6*3)+(5*6)+(4*9)+(3*9)+(2*6)+(1*6)=129
129 % 10 = 9
So 3699-66-9 is a valid CAS Registry Number.
InChI:InChI=1/C9H19O5P/c1-5-12-9(10)8(4)15(11,13-6-2)14-7-3/h8H,5-7H2,1-4H3/t8-/m0/s1
3699-66-9Relevant articles and documents
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Toemoeskoezi,I.
, p. 179 - 182 (1966)
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Ravynic acid, an antibiotic polyeneyne tetramic acid from: Penicillium sp. elucidated through synthesis
Myrtle,Beekman,Barrow
, p. 8253 - 8260 (2016/09/09)
A new antibiotic natural product, ravynic acid, has been isolated from a Penicillium sp. of fungus, collected from Ravensbourne National Park. The 3-acylpolyenyne tetramic acid structure was definitively elucidated via synthesis. Highlights of the synthetic method include the heat induced formation of the 3-acylphosphorane tetramic acid and a selective Wittig cross-coupling to efficiently prepare the natural compounds carbon skeleton. The natural compound was shown to inhibit the growth of Staphylococcus aureus down to concentrations of 2.5 g mL-1.
Total synthesis of (±)-merrilactone A
He, Wei,Huang, Jie,Sun, Xiufeng,Frontier, Alison J.
, p. 300 - 308 (2008/09/18)
The total synthesis of racemic merrilactone A (a neurotrophic agent) is described, featuring simultaneous and stereospecific creation of the C4 and C5 Stereocenters via a notable silyloxyfuran Nazarov cyclization. Full details of the successful synthetic strategy are given, as well as several examples of the interesting reactivity of intermediates that were prepared and studied during the execution of the total synthesis. A detailed investigation of the Lewis acid-catalyzed Nazarov cyclization of silyloxyfurans was conducted, including a systematic study of substrate scope and limitations. In addition, experiments were conducted that suggest the participation of Lewis acidic silicon species in the Nazarov cyclization.