175728-35-5

Basic information

• Product Name: N,N-diethyl-2-t-butyldiphenylsilyloxy-4-pentenamide
• Synonyms: N,N-diethyl-2-t-butyldiphenylsilyloxy-4-pentenamide
• CAS NO: 175728-35-5
• Molecular Weight: 409.644
• Mol File: 175728-35-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: N,N-diethyl-2-t-butyldiphenylsilyloxy-4-pentenamide(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-diethyl-2-t-butyldiphenylsilyloxy-4-pentenamide(175728-35-5)
• EPA Substance Registry System: N,N-diethyl-2-t-butyldiphenylsilyloxy-4-pentenamide(175728-35-5)

Safety Data

• Hazardous Substances Data: 175728-35-5(Hazardous Substances Data)

Upstream product

• 106-95-6 allyl bromide 
• 175728-43-5 N,N-Diethyl-2-(tetrahydro-pyran-2-yloxy)-acetamide 
• 39096-01-0 N,N-diethyl-2-hydroxyacetamide 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 175728-44-6 N,N-diethyl-2-hydroxy-4-pentenamide 

Relevant articles and documents

Cyclic imidate salts in acyclic stereochemistry: Diastereoselective syn-epoxidation of 2-alkyl-4-enamides to epoxyamides

Reaction of 2-alkyl-4-enamides with I+ and aqueous sodium bicarbonate results in the diastereoselective formation of the corresponding iodohydrins with essentially no iodolactone by-product. The reaction appears to proceed through a cyclic imidate type intermediate. This methodology has been successfully employed for the synthesis of the epoxide intermediate of the orally active HIV-1 protease inhibitor MK-639 (indinavir sulfate).