124755-24-4 Usage
Description
Ethyl [Bis(2,2,2-trifluoroethoxy)phosphinyl]acetate is a chemical reagent with a complex structure that features a phosphinyl group and trifluoroethoxy substituents. It is known for its role in the synthesis of various organic compounds, particularly those with potential pharmaceutical applications.
Uses
Used in Pharmaceutical Industry:
Ethyl [Bis(2,2,2-trifluoroethoxy)phosphinyl]acetate is used as a key intermediate in the synthesis of several bioactive compounds, including anticancer agents, calcium antagonists, and other organic compounds with potential therapeutic applications.
Used in the Preparation of Spiroketal EBC-23:
Ethyl [Bis(2,2,2-trifluoroethoxy)phosphinyl]acetate is used as a reagent for the preparation of spiroketal EBC-23, an anticancer agent. Its unique structure and reactivity contribute to the formation of the desired product, which may exhibit promising anticancer properties.
Used in the Synthesis of Scytonemin A:
This reagent is also employed in the synthesis of scytonemin A, another potential anticancer agent. Its involvement in the synthesis process highlights its versatility and importance in the development of novel pharmaceutical compounds.
Used in the Development of Novel Calcium Antagonists:
Ethyl [Bis(2,2,2-trifluoroethoxy)phosphinyl]acetate is utilized in the development of new calcium antagonists, which are essential for treating various cardiovascular conditions. Its role in the synthesis of these compounds underscores its potential impact on the healthcare industry.
Synthesis
To stirred solution of 18-crown-6 (4.40 g, 16.65 mmol), THF (20 mL), and bis
(2,2,2-trifluoroethyl) phosphite (1) (0.55 mL, 3.75 mmol), KHMDS (8.0 mL, 4.00 mmol,
0.5 M in toluene) was added via syringe in a dropwise manner at -78 oC. Ethyl
chloroacetate (0.35 mL, 3.30 mmol) was added to the flask after 15 min. The reaction
flask was allowed to warm to room temperature and stir for 4 hr. After standard workup
procedure, the crude product was then purified by flash column chromatography (2:1-1:1
hexanes:EtOAc, Rf
= 0.25 in 2:1 hexanes:EtOAc) yielding Ethyl [bis(2,2,2-trifluoroethoxy)phosphinyl]acetate (808 mg,
2.43 mmol, 73.4%) as a yellow syrup.
Check Digit Verification of cas no
The CAS Registry Mumber 124755-24-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,4,7,5 and 5 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 124755-24:
(8*1)+(7*2)+(6*4)+(5*7)+(4*5)+(3*5)+(2*2)+(1*4)=124
124 % 10 = 4
So 124755-24-4 is a valid CAS Registry Number.
124755-24-4Relevant articles and documents
An expedient access to still-gennari phosphonates
Messik, Frauke,Oberthuer, Markus
, p. 167 - 170 (2013)
An inexpensive and efficient route to the Still-Gennari phosphonates, methyl and ethyl bis(2,2,2-trifluoroethyl)phosphono acetates, has been developed. This short reaction sequence is operationally simple and makes these versatile reagents for the prepara
Michaelis-Becker synthesis of bis(2,2,2-trifluoroethyl)phosphono esters
Ciszewski, Gregory M.,Jackson, John A.
, p. 240 - 243 (2007/10/03)
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A convenient method for the synthesis of bis-trifluoroethyl phosphonoacetates
Patois,Savignac,About-Jaudet,Collignon
, p. 2391 - 2396 (2007/10/02)
Bis-trifluoroethyl phosphonoacetates were easily obtained by condensation of bis-trifluoroethyl alkylphosphonates with alkyl chloroformates in the presence of 2 equivalents of lithium hexamethyldisilazane (LiHMDS).