33494-80-3 Usage
Description
Potassium di-tert-butylphosphate is a chemical compound with the formula (t-BuO)2P(=O)OK, where t-Bu represents a tert-butyl group. It is a versatile reagent in organic chemistry and has various applications across different industries due to its unique properties.
Uses
Used in Organic Synthesis:
Potassium di-tert-butylphosphate is used as a catalyst in organic synthesis for various chemical reactions. Its ability to facilitate reactions and improve the efficiency of the process makes it a valuable component in this field.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Potassium di-tert-butylphosphate is used as an intermediate in the preparation of HIV attachment inhibitors, such as BMS-663068. This application highlights its importance in the development of drugs to combat HIV.
Used in Prodrug Preparation:
Potassium di-tert-butylphosphate is utilized as an intermediate to prepare N-phosphonooxymethyl prodrugs. These prodrugs are designed to increase the bioavailability of active pharmaceutical ingredients, enhancing their effectiveness and overall therapeutic outcomes.
Used in Ceramics and Materials Science:
In the field of ceramics and materials science, Potassium di-tert-butylphosphate is used to prepare Nasicon-type phosphates, such as KTi2(PO4)3. These materials are employed in fast ion conductors and low thermal expansion ceramics, showcasing the compound's versatility and importance in advanced materials development.
Preparation
Potassium di-tert-butyl phosphate synthesis: Di-tert-butyl phosphite (40.36 mmol) was combined with potassium bicarbonate (24.22 mmol) in 35 ml of water. The solution was stirred in an ice bath and potassium permanganate (28.25 mmole) was added in three equal portions over a period of one hour. The reaction was then allowed to continue for another half hour at room temperature. Decolorizing carbon (600 mg) was then incorporated as the reaction was heated to 60 °C for 15 min. The reaction was then vacuum filtered to remove solid magnesium dioxide. The solid was washed several times with water. The filtrate was then combined with one gram of decolorizing carbon and heated at 60°C for another twenty minutes. The solution was filtered again to give a colorless solution, which was then evaporated in vacuo to give the crude potassium di-tert-butyl phosphate salt.
Flammability and Explosibility
Nonflammable
Check Digit Verification of cas no
The CAS Registry Mumber 33494-80-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,3,4,9 and 4 respectively; the second part has 2 digits, 8 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 33494-80:
(7*3)+(6*3)+(5*4)+(4*9)+(3*4)+(2*8)+(1*0)=123
123 % 10 = 3
So 33494-80-3 is a valid CAS Registry Number.
InChI:InChI=1/C8H19O4P/c1-7(2,3)11-13(9,10)12-8(4,5)6/h1-6H3,(H,9,10)/p-1
33494-80-3Relevant articles and documents
4-(5-(2-(3,5-bis(trifluoromethyl)phenyl)-N,2-dimethylpropanamido)-4-(o-tolyl)pyridin-2-yl)-1-methyl-1-((phosphonooxy)methyl)piperazin-1-ium as a neurokinin receptor modulator
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Page/Page column 37, (2016/08/29)
Compounds and methods for the prevention and/or treatment of diseases which are pathophysiologically mediated by the neurokinin (NK1) receptor, based on 4-(5-(2-(3,5-bis(trifluoromethyl)phenyl)-N,2-dimethylpropanamido)-4-(o-tolyl)3yridine-2-yl)-1-methyl-1-((phosphonooxy)methyl)piperazin-1-ium and pharmaceutically acceptable salts thereof.
Development of efficient processes for the preparation of Di-tert-butyl potassium phosphate and Di-tert-butyl (Chloromethyl) phosphate
Zheng, Bin,Fox, Richard J.,Sugiyama, Masano,Fritz, Alan,Eastgate, Martin D.
, p. 636 - 642 (2014/06/09)
A new and efficient process to prepare di-tert-butyl (chloromethyl) phosphate, a key compound in the formation of many phosphon-oxymethyl pro-drugs, from chloromethyl chlorosulfate (CMCS) and di-tert-butyl potassium phosphate (DTBPP) is described. To develop a process to this important compound with overall efficiency, an improved synthesis of DTBPP was required. The two-step process to DTBPP starts from PCl3 and leverages a H2O 2/catalytic KI mediated oxidation of di-tert-butyl phosphite to provide DTBPP in 81% yield and high purity. In the development of the new process to di-tert-butyl (chloromethyl) phosphate, a comparison to the corresponding tosylate derivative was made. A rational selection of base, phase-transfer catalyst (PTC), and stabilizing additive minimized CMCS decomposition and led to an optimized yield (90% solution yield), improved product purity, and identification of a technique to enable the long-term storage of di-tert-butyl (chloromethyl) phosphate.
N-PYRAZOLYL CARBOXAMIDES AS CRAC CHANNEL INHIBITORS
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Page/Page column 77-78, (2010/11/05)
The present invention relates to amide compounds, processes for their preparation, pharmaceutical compositions containing these compounds and to their use in the treatment of disorders, conditions or disorders such as allergic disorders, inflammatory disorders and disorders of the immune system.