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Isoxazole, 4,5-dihydro-5-methyl-3,5-diphenyl-, also known as 5-methyl-3,5-diphenyl-4,5-dihydroisoxazole, is a chemical compound with the molecular formula C16H15NO. It is a heterocyclic compound, specifically a derivative of isoxazole, which is a five-membered ring containing one oxygen atom and one nitrogen atom. The compound features a 4,5-dihydro structure, indicating the presence of two hydrogen atoms attached to the carbon atoms at positions 4 and 5, and a methyl group (-CH3) at the 5-position. Additionally, it has two phenyl groups (C6H5) attached to the 3 and 5 positions, which contribute to its aromatic character. Isoxazole, 4,5-dihydro-5-methyl-3,5-diphenyl- is of interest in organic chemistry and may have potential applications in the synthesis of pharmaceuticals and other organic compounds due to its unique structure and properties.

4894-24-0

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4894-24-0 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 4894-24-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,8,9 and 4 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 4894-24:
(6*4)+(5*8)+(4*9)+(3*4)+(2*2)+(1*4)=120
120 % 10 = 0
So 4894-24-0 is a valid CAS Registry Number.

4894-24-0Relevant academic research and scientific papers

Preparation method of 4, 5-dihydroisoxazole derivative

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Paragraph 0073-0083; 0147-0153, (2021/02/13)

The invention discloses a preparation method of a 4, 5-dihydroisoxazole derivative, and relates to a prepartion method of a 4, 5-dihydroisoxazole derivative represented by formula (II). The method comprises the steps: reacting hydroxylamine hydrochloride

TEMPO-Mediated Selective Synthesis of Isoxazolines, 5-Hydroxy-2-isoxazolines, and Isoxazoles via Aliphatic δ-C(sp3)-H Bond Oxidation of Oximes

Mondal, Santanu,Biswas, Sourabh,Ghosh, Krishna Gopal,Sureshkumar, Devarajulu

, p. 2439 - 2446 (2021/08/03)

Selective synthesis of three different bioactive heterocycles; isoxazolines, 5-hydroxy-2-isoxazolines and isoxazoles from the same starting material using TEMPO (2,2,6,6-Tetramethylpiperidin-1-oxyl) as a radical initiator is reported. Selectivity was achi

Aqueous phase preparation method of isoxazoline compound participating in vitamin E micro-micelle

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Paragraph 0082-0084, (2021/11/21)

The invention provides an aqueous phase synthesis method of the isoxazoline compound represented by the formula (III), wherein the benzaldehyde oxime represented by the formula (I) is a substrate, and the aqueous solution of the surfactant in the mass concentration 1 wt % - 5 wt % is N - chlorosuccinimide. Under the common action of the basic substance, the olefinic compound represented by the formula (II) is reacted 6 - 16h at room temperature, and the resulting reaction liquid is subjected to post-treatment to obtain the isoxazoline compound represented by the formula (III). Water serves as a reaction solvent, the use amount of the organic solvent is reduced, and zero emission of the solvent is realized.

Heteroannulation of Alkenes with Enynyl Benziodoxolones and Silver Nitrite Involving CC bond Oxidative Cleavage: Entry to 3-Aryl-?2-isoxazolines

Wang, Cheng-Yong,Wang, Cheng-Yong,Teng, Fan,Li, Yang,Li, Jin-Heng,Li, Jin-Heng,Li, Jin-Heng

supporting information, p. 4250 - 4254 (2020/06/05)

A copper-catalyzed [2 + 2 + 1] heteroannulation of alkenes with enynyl benziodoxolones and AgNO2 involving oxidative cleavage of the CC bond promoted by cooperative Zn(OTf)2, KOAc, and 4 ? MS for producing 3-aryl δ2-isoxazolines is reported. Mechanistic s

Visible-light-mediated generation of nitrile oxides for the photoredox synthesis of isoxazolines and isoxazoles

Svejstrup, Thomas D.,Zawodny, Wojciech,Douglas, James J.,Bidgeli, Damon,Sheikh, Nadeem S.,Leonori, Daniele

, p. 12302 - 12305 (2016/10/22)

Visible-light photoredox catalysis enables the synthesis of biologically relevant isoxazolines and isoxazoles from hydroxyimino acids. The process shows broad functional group compatibility and mechanistic and computational studies support a visible-light-mediated generation of nitrile oxides by two sequential oxidative single electron transfer processes.

Hypervalent iodine-catalyzed cycloaddition of nitrile oxides to alkenes

Xiang, Changbin,Li, Tingting,Yan, Jie

supporting information, p. 682 - 688 (2014/01/17)

A new and convenient method for preparation of isoxazolines was developed by a catalytic cycloaddition of nitrile oxides generated in situ from aldoximes to alkenes in the presence of a catalytic amount of iodobenzene. In this protocol, iodobenzene was fi

One-pot synthesis of isoxazolines from aldehydes catalyzed by iodobenzene

Han, Liuquan,Zhang, Bijun,Xiang, Changbin,Yan, Jie

, p. 503 - 509 (2014/03/21)

A convenient one-pot, three-step procedure for the synthesis of isoxazolines starting from aldehydes has been developed involving catalytic cycloaddition between nitrile oxides and alkenes, in which iodobenzene is used as the catalyst for the in situ generation of a hypervalent iodine intermediate. In this approach, the aldehydes are first transformed with hydroxylamine sulfate into aldoximes, which are then oxidized to nitrile oxides by the in situ generated hypervalent iodine intermediate; finally, a 1,3-dipolar cycloaddition between the nitrile oxides and alkenes occurs to provide the isoxazolines in moderate to good yields.

An environmentally benign synthesis of isoxazolines and isoxazoles mediated by potassium chloride in water

Han, Liuquan,Zhang, Bijun,Zhu, Min,Yan, Jie

supporting information, p. 2308 - 2311 (2014/04/17)

An effective and environmentally benign procedure for the synthesis of isoxazolines and isoxazoles has been developed by a cycloaddition of nitrile oxides with alkenes or alkynes in water. In this approach, potassium chloride is first oxidized into chlorine in water by the environmentally friendly oxidant Oxone, then aldoximes are oxidized into nitrile oxides by the in situ generated hypochlorous acid, finally a 1,3-dipolar cycloaddition between nitrile oxides and alkenes or alkynes occurs to provide the corresponding isoxazolines and isoxazoles in good yields.

TEMPO-mediated aliphatic C-H Oxidation with Oximes and hydrazones

Zhu, Xu,Wang, Yi-Feng,Ren, Wei,Zhang, Feng-Lian,Chiba, Shunsuke

supporting information, p. 3214 - 3217 (2013/07/26)

A method for aliphatic C-H bond oxidation of oximes and hydrazones mediated by 2,2,6,6-tetramethylpiperidin-1-oxyl (TEMPO) has been developed, which enables the concise assembly of substituted isoxazole and pyrazole skeletons.

Asymmetric reduction of racemic 2-isoxazolines

Tokizane, Masashi,Sato, Kaori,Ohta, Tetsuo,Ito, Yoshihiko

experimental part, p. 2519 - 2528 (2009/04/04)

The kinetic resolution of racemic 2-isoxazolines was carried out by asymmetric reduction using borane with 1,2-amino alcohols as a chiral source. Using excess BH3-THF in the presence of (-)-norephedrine, optically active 1,3-amino alcohol derivatives were obtained with good ee but in lower yield, while the optically active substrates 2-isoxazolines were recovered with modest ee. The asymmetric reduction using 2.0 equiv of BH3-SMe2 was investigated as an alternative strategy for the synthesis of optically active products. After reduction, treatment of the resulting mixture with Et3N was successful in providing optically active isoxazolidine derivatives in good yields and with good ee. The choice of chiral source was also shown to have a significant effect. In particular, the use of (S)-α,α-diphenyl-2-pyrrolidinemethanol reversed the enantioselectivity of the recovered substrates.

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