2-(3-Phenyl-5-methylisoxazole-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-(3-Phenyl-5-methylisoxazole-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 374715-24-9
• Molecular Formula: C16H20BNO3
• Molecular Weight: 285.151
• European Community (EC) Number: 852-218-8
• Nikkaji Number: J1.606.514E
• Mol file: 374715-24-9.mol

Synonyms:374715-24-9;2-(3-Phenyl-5-methylisoxazole-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;5-methyl-3-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-oxazole;5-Methyl-3-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoxazole;5-METHYL-3-PHENYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)ISOXAZOL+;SCHEMBL5456515;YFEHXVPDKIFJTG-UHFFFAOYSA-N;EN300-6253741;Z2049949404;5-methyl-3-phenyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-oxazole;5-methyl-3-phenyl-4-(4,4,5,5-tetramethyl -1,3,2-dioxabororan-2-yl)isoxazole

Chemical Property of 2-(3-Phenyl-5-methylisoxazole-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

• PSA: 44.49000
• LogP: 2.94920
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 285.1536237
• Heavy Atom Count: 21
• Complexity: 366

Purity/Quality:

98% HPLC ^*data from raw suppliers

5-METHYL-3-PHENYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)ISOXAZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=C(ON=C2C3=CC=CC=C3)C

Technology Process of 2-(3-Phenyl-5-methylisoxazole-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 7 articles about 2-(3-Phenyl-5-methylisoxazole-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 54.0%

phenylhydroxamoyl chloride (934-16-7) + 4,4,5,5-tetramethyl-2-(prop-1-yn-1-yl)-1,3,2-dioxaborolane (347389-75-7) → 5-methyl-3-phenyl-4-(4,4,5,5-tetramethyl[1.3.2]dioxaborolan-2-yl)-isoxazole (374715-24-9)

Guidance literature:

With potassium hydrogencarbonate; In 1,2-dimethoxyethane; at 50 ℃; for 48h;

DOI:10.1016/j.tet.2005.05.015

Reference yield: 54.0%

benzonitrile oxide (873-67-6) + 4,4,5,5-tetramethyl-2-(prop-1-yn-1-yl)-1,3,2-dioxaborolane (347389-75-7) → 5-methyl-3-phenyl-4-(4,4,5,5-tetramethyl[1.3.2]dioxaborolan-2-yl)-isoxazole (374715-24-9)

Guidance literature:

In diethyl ether; for 40h; Heating;

DOI:10.1039/b103319k

Reference yield:

C16H12BNO3 + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 5-methyl-3-phenyl-4-(4,4,5,5-tetramethyl[1.3.2]dioxaborolan-2-yl)-isoxazole (374715-24-9)

Guidance literature:

C₁₆H₁₂BNO₃; With triphenylphosphine; In toluene; at 25 ℃; for 20h;

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; With triethylamine; In toluene; at 25 ℃; for 1h;

DOI:10.1021/acs.orglett.5b03530

upstream raw materials:

benzonitrile oxide

4,4,5,5-tetramethyl-2-(prop-1-yn-1-yl)-1,3,2-dioxaborolane

phenylhydroxamoyl chloride

benzoyl chloride

Downstream raw materials:

valdecoxib

Refernces

• 1、 Moore, Jane E.,Davies, Mark W.,Goodenough, Katharine M.,Wybrow, Robert A. J.,York, Mark,Johnson, Christopher N.,Harrity, Joseph P. A.. "Investigation of the scope of a [3+2] cycloaddition approach to isoxazole boronic esters". . p. 6707 - 6714. Retrieved 2007/10/03.