4-Oxazolecarboxylic acid, 4,5-dihydro-2-(4-methoxyphenyl)-4-methyl-5-oxo-, methyl ester

Base Information

• Chemical Name: 4-Oxazolecarboxylic acid, 4,5-dihydro-2-(4-methoxyphenyl)-4-methyl-5-oxo-, methyl ester
• CAS No.: 909122-63-0
• Molecular Formula: C₁₃H₁₃NO₅
• Molecular Weight: 263.25
• Mol file: 909122-63-0.mol

Synonyms:

Chemical Property of 4-Oxazolecarboxylic acid, 4,5-dihydro-2-(4-methoxyphenyl)-4-methyl-5-oxo-, methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Oxazolecarboxylic acid, 4,5-dihydro-2-(4-methoxyphenyl)-4-methyl-5-oxo-, methyl ester

There total 5 articles about 4-Oxazolecarboxylic acid, 4,5-dihydro-2-(4-methoxyphenyl)-4-methyl-5-oxo-, methyl ester 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: 84.0%

2-(4-methoxyphenyl)-4-methyloxazol-5-yl methyl carbonate (217446-01-0) → 4-methyl-5-oxo-2-(4-methoxyphenyl)-4,5-dihydrooxazole-4-carboxylic acid methyl ester (909122-63-0)

Guidance literature:

With 2-phenyl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate; potassium hexamethylsilazane; In tetrahydrofuran; at 20 - 25 ℃; for 0.0833333h;

DOI:10.1021/ol061380h

Reference yield:

2-(4-methoxyphenyl)-4-methyloxazol-5-yl methyl carbonate (217446-01-0) → (R)-2-(4-Methoxy-phenyl)-4-methyl-5-oxo-4,5-dihydro-oxazole-4-carboxylic acid methyl ester (909122-63-0) + (S)-2-(4-Methoxy-phenyl)-4-methyl-5-oxo-4,5-dihydro-oxazole-4-carboxylic acid methyl ester (909122-63-0)

Guidance literature:

With (-)-1,2,3,4,5-pentamethyl-4-(pyrrolidino)pyridinoferrocene; In tert-Amyl alcohol; at 0 ℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/ja982890c

Reference yield:

2-(4-methoxyphenyl)-4-methyloxazol-5-yl methyl carbonate (217446-01-0) → (R)-2-(4-Methoxy-phenyl)-4-methyl-5-oxo-4,5-dihydro-oxazole-4-carboxylic acid methyl ester (909122-63-0) + (S)-2-(4-Methoxy-phenyl)-4-methyl-5-oxo-4,5-dihydro-oxazole-4-carboxylic acid methyl ester (909122-63-0)

Guidance literature:

With (-)-1,2,3,4,5-pentamethyl-4-(pyrrolidino)pyridinoferrocene; In tert-Amyl alcohol; at 0 ℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/ja982890c

upstream raw materials:

2-(4-methoxyphenyl)-4-methyloxazol-5-yl methyl carbonate

4-benzyl-2-(4-methoxyphenyl)oxazol-5-yl phenyl carbonate

5-benzyloxycarbonyloxy-4-methyl-2-(4-methoxyphenyl)-oxazole

Refernces

• 1、 Rey, Yannick P.,Gilmour, Ryan. "Modulating NHC catalysis with fluorine". . p. 2812 - 2820. Retrieved 2014/01/06.
• 2、 Campbell, Craig D.,Collett, Christopher J.,Thomson, Jennifer E.,Slawin, Alexandra M. Z.,Smith, Andrew D.. "Organic base effects in NHC promoted O- to C-carboxyl transfer; Chemoselectivity profiles, mechanistic studies and domino catalysis". scheme or table. p. 4205 - 4218. Retrieved 2011/07/29.