144634-23-1

Basic information

• Product Name: 2,3-pentadienyl tosylcarbamate
• Synonyms: 2,3-pentadienyl tosylcarbamate
• CAS NO: 144634-23-1
• Molecular Weight: 281.332
• Mol File: 144634-23-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2,3-pentadienyl tosylcarbamate(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-pentadienyl tosylcarbamate(144634-23-1)
• EPA Substance Registry System: 2,3-pentadienyl tosylcarbamate(144634-23-1)

Safety Data

• Hazardous Substances Data: 144634-23-1(Hazardous Substances Data)

Upstream product

• 114419-86-2 4-methyl-4-(tetrahydro-2-pyranyloxy)-2-butyn-1-ol 
• 65032-23-7 penta-2,3-dien-1-ol 
• 4083-64-1 Tosyl isocyanate 

Relevant articles and documents

Silver(I)-catalyzed aminocyclization of 2,3-butadienyl and 3,4-pentadienyl carbamates: An efficient and stereoselective synthesis of 4-vinyl-2-oxazolidinones and 4-vinyltetrahydro-2H-1,3-oxazin-2-ones

Silver(I) salts in combination with an appropriate base (mostly triethylamine) catalyzed the aminocyclization of N-substituted 2,3-butadienyl carbamates 1 (benzene, 50°C) to provide 4-vinyl-2-oxazolidinones 2 in good yields. The stereoselectivity (trans-2/cis-2) ranged from 1.4 for C5-Me to >30 for C5-phenyl, isopropenyl, and t-butyl derivatives. 3,4-Pentadienyl tosylcarbamates 3, the one-carbon higher homologues of 1, underwent a similar cyclization to give 4-vinyltetrahydro-2H-1,3-oxazin-2-one 4 in synthetically useful yields and in higher trans selectivities than 1.