dimethyl 3-phenyl-4,5-isoxazoledicarboxylate

Base Information

• Chemical Name: dimethyl 3-phenyl-4,5-isoxazoledicarboxylate
• CAS No.: 7710-44-3
• Molecular Formula: C13H11NO5
• Molecular Weight: 261.234
• Mol file: 7710-44-3.mol

Synonyms:dimethyl 3-phenyl-4,5-isoxazoledicarboxylate;3-Phenylisoxazol-4,5-dicarbonsaeuredimethylester;3-phenyl-isoxazole-4,5-dicarboxylic acid dimethyl ester;HMS2183L14;4,5-dimethyl 3-phenyl-isoxazole dicarboxylate;dimethyl 3-phenylisoxazole-4,5-dicarboxylate;Dimethyl-3-phenylisothiazol-4,5-dicarboxylat;

Chemical Property of dimethyl 3-phenyl-4,5-isoxazoledicarboxylate

Chemical Property:

• PSA: 78.63000
• LogP: 1.91480

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dimethyl 3-phenyl-4,5-isoxazoledicarboxylate

There total 25 articles about dimethyl 3-phenyl-4,5-isoxazoledicarboxylate 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: 100.0%

dimethyl acetylenedicarboxylate (762-42-5) + phenylhydroxamoyl chloride (934-16-7) → dimethyl 3-phenylisoxazole-4,5-dicarboxylate (7710-44-3)

Guidance literature:

With triethylamine; In diethyl ether; at 20 ℃; for 2.08333h;

Reference yield: 85.0%

dimethyl acetylenedicarboxylate (762-42-5) + 4,5-dihydro-4,4-dimethyl-2-phenyloxazole 3-oxide (96915-24-1) → dimethyl 3-phenylisoxazole-4,5-dicarboxylate (7710-44-3) + dimethyl 3a,6-dihydro-6,6-dimethyl-3a-phenyl-5H-oxazolo<3,2-b>isoxazole-2,3-dicarboxylate (96915-30-9)

Guidance literature:

With N,N-dimethylammonium chloride; In ethanol; dichloromethane-d2; at 25 ℃; for 2h;

DOI:10.1021/jo00217a013

Reference yield: 80.0%

1-nitro-1-phenylmethane (622-42-4) + dimethyl acetylenedicarboxylate (762-42-5) → dimethyl 3-phenylisoxazole-4,5-dicarboxylate (7710-44-3)

Guidance literature:

With triethylamine; benzenesulfonyl chloride; In chloroform; for 15h; Ambient temperature;

DOI:10.1246/bcsj.59.2827

upstream raw materials:

benzohydroximoyl chloride

dimethyl acetylenedicarboxylate

acetylenedicarboxylic acid diethyl ester

1-nitro-1-phenylmethane

Downstream raw materials:

4-(methoxycarbonyl)-3-phenylisoxazole-5-carboxylic acid

3-phenyl-4,5-bis(hydroxymethyl)isoxazole bis(methylcarbamate)

3-phenyl-4,5-bis(hydroxymethyl)isoxazole

methyl 9-oxo-3,6-diphenyl-7-(phenylimino)-1-oxa-2,6,8-triazaspiro<4.4>non-3-ene-4-carboxylate

Refernces

• 1、 Shen, Li-Wen,Wang, Zhen-Hua,You, Yong,Yuan, Wei-Cheng,Zhao, Jian-Qiang,Zhou, Ming-Qiang. "α-Nitrosostyrenes as Three-Atom Units for the (3+1) Cyclization Reaction: Facile Access to 2,3-Dihydrodiazete N-Oxides and Their Diversified Synthetic Conversions". . p. 1094 - 1099. Retrieved 2022/02/10.
• 2、 Lin, Yifan,Zhang, Ke,Gao, Mingchun,Jiang, Zheyi,Liu, Jiajie,Ma, Yurui,Wang, Haoyu,Tan, Qitao,Xiao, Junjie,Xu, Bin. "Copper nitrate-mediated synthesis of 3-aryl isoxazolines and isoxazoles from olefinic azlactones". supporting information. p. 5509 - 5513. Retrieved 2019/06/14.