Methyl 5-methoxy-2-phenyl-1,3-oxazole-4-carboxylate

Base Information

• Chemical Name: Methyl 5-methoxy-2-phenyl-1,3-oxazole-4-carboxylate
• CAS No.: 53872-19-8
• Molecular Formula: C12H11NO4
• Molecular Weight: 233.22004
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID20415819
• Nikkaji Number: J1.774.821A
• Wikidata: Q82224830
• Mol file: 53872-19-8.mol

Synonyms:53872-19-8;methyl 5-methoxy-2-phenyl-1,3-oxazole-4-carboxylate;4-CARBOMETHOXY-5-METHOXY-2-PHENYL-1,3-OXAZOLE;Methyl 5-methoxy-2-phenyloxazole-4-carboxylate;5-methoxy-2-phenyl-oxazole-4-carboxylic acid methyl ester;DTXSID20415819;2-Phenyl-5-methoxyoxazole-4-carboxylic acid methyl ester;InChI=1/C12H11NO4/c1-15-11(14)9-12(16-2)17-10(13-9)8-6-4-3-5-7-8/h3-7H,1-2H

Chemical Property of Methyl 5-methoxy-2-phenyl-1,3-oxazole-4-carboxylate

Chemical Property:

• PSA: 61.56000
• LogP: 2.13680
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 233.06880783
• Heavy Atom Count: 17
• Complexity: 265

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(N=C(O1)C2=CC=CC=C2)C(=O)OC

Technology Process of Methyl 5-methoxy-2-phenyl-1,3-oxazole-4-carboxylate

There total 4 articles about Methyl 5-methoxy-2-phenyl-1,3-oxazole-4-carboxylate 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: 99.0%

dimethyl diazomalonate (6773-29-1) + benzonitrile (100-47-0) → 4-carbomethoxy-5-methoxy-2-phenyl-1,3-oxazole (53872-19-8)

Guidance literature:

dirhodium tetraacetate; at 80 ℃; for 12h;

DOI:10.1016/S0040-4020(01)87261-6

Reference yield: 85.0%

bis(methoxycarbonyl)(phenyliodinio)methanide (145838-86-4) + benzonitrile (100-47-0) → 4-carbomethoxy-5-methoxy-2-phenyl-1,3-oxazole (53872-19-8)

Guidance literature:

With dirhodium tetraacetate; at 120 ℃; for 0.0333333h;

DOI:10.1016/S0040-4039(02)01260-1

Reference yield: 57.0%

dimethyl 3-phenyl-1-tosylaziridine-2,2-dicarboxylate (1132667-77-6) + 3,4,5-trimethoxy-benzaldehyde (86-81-7) → 4-carbomethoxy-5-methoxy-2-phenyl-1,3-oxazole (53872-19-8)

Guidance literature:

In toluene; at 90 ℃; for 8h; diastereoselective reaction; Inert atmosphere; Molecular sieve;

DOI:10.1039/c1cc12189h

upstream raw materials:

dimethyl diazomalonate

benzonitrile

bis(methoxycarbonyl)(phenyliodinio)methanide

malonic acid dimethyl ester

Downstream raw materials:

5-methoxy-2-phenyl-oxazole-4-carboxylic acid tert-butylamide

5-methoxy-2-phenyl-oxazole-4-carboxylic acid dimethylamide

5-methylamino-2-phenyl-oxazole-4-carboxylic acid methyl ester

5-methoxy-2-phenyl-oxazole-4-carboxylic acid methylamide