308274-37-5

Basic information

• Product Name: 5-Azidocarbonyloxy-7-phenyl-2,2-dimethyl-3-heptyne
• Synonyms: 5-Azidocarbonyloxy-7-phenyl-2,2-dimethyl-3-heptyne
• CAS NO: 308274-37-5
• Molecular Weight: 285.346
• Mol File: 308274-37-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 5-Azidocarbonyloxy-7-phenyl-2,2-dimethyl-3-heptyne(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Azidocarbonyloxy-7-phenyl-2,2-dimethyl-3-heptyne(308274-37-5)
• EPA Substance Registry System: 5-Azidocarbonyloxy-7-phenyl-2,2-dimethyl-3-heptyne(308274-37-5)

Safety Data

• Hazardous Substances Data: 308274-37-5(Hazardous Substances Data)

Upstream product

• 917-92-0 3,3-Dimethylbut-1-yne 
• 104-53-0 3-phenyl-propionaldehyde 
• 530-62-1 1,1'-carbonyldiimidazole 
• 600152-48-5 (±)-6,6-dimethyl-1-phenylhept-4-yn-3-ol 
• 37892-71-0 tert-butyllithium 

Downstream Products

• 308274-40-0 C₁₈H₂₄⁽²⁾HNO₃ 
• 308274-39-7 (Z)-4-[1-(2,2-Dimethylpropylidene)]-5-ethoxy-5-(2-phenylethyl)-1,3-oxazolidin-2-one 

Relevant articles and documents

Formation of β-Oxo- N-vinylimidates via Intermolecular Ester Incorporation in Huisgen Cyclization/Carbene Cascade Reactions

Unusual intermolecular trapping of esters by carbenes generated via a Huisgen cyclization/retroelectrocyclization/dediazotization cascade reaction is presented. β-Oxo-N-vinylimidates could be obtained in one step from propargyl carbonazidates. Mechanistic control experiments suggested reversible dipole formation by ester addition to the carbene, and nitrogen attack to the ester carbonyl was irreversibly followed by stereoselective decarboxylative elimination to give the Z-vinyl imidate. The cross-conjugated enone, imidate, and enamine functional groups in the β-oxo-N-vinylimidates offer novel syntheses of functionalized oxazoles.