41003-94-5 Usage
Description
DIETHYL ISOCYANOMETHYLPHOSPHONATE is an organic compound with the chemical formula C7H12NO3P. It is a clear colorless to yellow liquid and is known for its versatile applications in various chemical reactions and industries.
Uses
Used in Chemical Synthesis:
DIETHYL ISOCYANOMETHYLPHOSPHONATE is used as a reactant for copper-catalyzed cycloaddition reactions, which are important in the synthesis of various organic compounds.
Used in Pharmaceutical Industry:
DIETHYL ISOCYANOMETHYLPHOSPHONATE is used as a key intermediate in the preparation of orally bioavailable diamide prodrugs. These prodrugs help lower glucose levels in diabetic animals by inhibiting fructose-1,6-bisphosphatase, making it a valuable compound in the development of diabetes treatments.
Used in Agriculture:
In the agricultural industry, DIETHYL ISOCYANOMETHYLPHOSPHONATE is used as a starting material for the synthesis of sterol analogs. These analogs serve as antifungal agents against plant pathogens, helping to protect crops from diseases.
Used in Asymmetric Synthesis:
DIETHYL ISOCYANOMETHYLPHOSPHONATE is used as a building block in the asymmetric synthesis of steroidal 2,5-diketopiperazines. This is achieved through isocyanide chemistry based on stereoselective Ugi four-component condensation and subsequent cyclocondensation reactions, which are crucial in the development of new pharmaceuticals and bioactive compounds.
Used in the Passerini Reaction:
DIETHYL ISOCYANOMETHYLPHOSPHONATE is also used in the Passerini reaction, a versatile method for the synthesis of α-acyloxy carboxylic acid esters. This reaction is widely employed in the preparation of various biologically active compounds and natural products.
Check Digit Verification of cas no
The CAS Registry Mumber 41003-94-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 4,1,0,0 and 3 respectively; the second part has 2 digits, 9 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 41003-94:
(7*4)+(6*1)+(5*0)+(4*0)+(3*3)+(2*9)+(1*4)=65
65 % 10 = 5
So 41003-94-5 is a valid CAS Registry Number.
InChI:InChI=1/C6H12NO3P/c1-4-9-11(8,6-7-3)10-5-2/h4-6H2,1-2H3
41003-94-5Relevant articles and documents
Elucidating the Reaction Pathway of Decarboxylation-Assisted Olefination Catalyzed by a Mononuclear Non-Heme Iron Enzyme
Yu, Cheng-Ping,Tang, Yijie,Cha, Lide,Milikisiyants, Sergey,Smirnova, Tatyana I.,Smirnov, Alex I.,Guo, Yisong,Chang, Wei-Chen
, p. 15190 - 15193 (2018/11/23)
Installation of olefins into molecules is a key transformation in organic synthesis. The recently discovered decarboxylation-assisted olefination in the biosynthesis of rhabduscin by a mononuclear non-heme iron enzyme (P.IsnB) represents a novel approach in olefin construction. This method is commonly employed in natural product biosynthesis. Herein, we demonstrate that a ferryl intermediate is used for C-H activation at the benzylic position of the substrate. We further establish that P.IsnB reactivity can be switched from olefination to hydroxylation using electron-withdrawing groups appended on the phenyl moiety of the analogues. These experimental observations imply that a pathway involving an initial C-H activation followed by a benzylic carbocation species or by electron transfer coupled β-scission is likely utilized to complete C=C bond formation.
