166389-74-8

Basic information

• Product Name: 3-Oxazolidinecarboxylic acid, 4-methylene-2-oxo-, ethyl ester
• Synonyms: 3-Oxazolidinecarboxylic acid, 4-methylene-2-oxo-, ethyl ester
• CAS NO: 166389-74-8
• Molecular Formula: C7H9NO4
• Molecular Weight: 171.15
• Mol File: 166389-74-8.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-Oxazolidinecarboxylic acid, 4-methylene-2-oxo-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Oxazolidinecarboxylic acid, 4-methylene-2-oxo-, ethyl ester(166389-74-8)
• EPA Substance Registry System: 3-Oxazolidinecarboxylic acid, 4-methylene-2-oxo-, ethyl ester(166389-74-8)

Safety Data

• Hazardous Substances Data: 166389-74-8(Hazardous Substances Data)

Relevant articles and documents

Convenient synthesis of 4-methylene-2-oxazolidinones and 4-methylenetetrahydro-1,3-oxazin-2-ones via transition-metal catalyzed intramolecular addition of nitrogen atom to actylenic triple bond

2-Propynyl tosylcarbamates 1 undergo cyclization smoothly by the catalysis of CuCl/Et3N or AgNCO/Et3N to furnish 4-methylene-2-oxazolidinones 2 in good yields. The similar cyclization of the N-acyl derivatives of 1 (PhCO, MeCO, EtOCO, etc.) is catalyzed effectively by AgNCO/t-BuOK. These reactions accommodate a variety of substituents at C1 and C3 of 2-propyn-1-ol and provide (Z)-2 as single stereoisomers. The scope of the cyclization of 3-butynyl carbamates is rather limited, and in general only N-tosyl derivatives of terminally unsubstituted 3-butyn-1-ols undergo cyclization to give 4-methylenetetrahydro-1,3-oxazin-2-ones in synthetically useful yields by the catalysis of AgNCO/Et3N or AgNCO/t-BuOK.