124755-24-4 Usage
Uses
Ethyl [Bis(2,2,2-trifluoroethoxy)phosphinyl]acetate is a reagent used in the preparation of spiroketal EBC-23; an anticancer agent, scytonemin A; a novel calcium antagonist and other useful organic compounds.
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).
