78485-92-4

Basic information

• Product Name: 2-Amino-2-butyl-1,1-pentamethylene-1-hexanol
• CAS NO: 78485-92-4
• Molecular Weight: 241.417
• Mol File: 78485-92-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2-Amino-2-butyl-1,1-pentamethylene-1-hexanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-2-butyl-1,1-pentamethylene-1-hexanol(78485-92-4)
• EPA Substance Registry System: 2-Amino-2-butyl-1,1-pentamethylene-1-hexanol(78485-92-4)

Safety Data

• Hazardous Substances Data: 78485-92-4(Hazardous Substances Data)

Upstream product

• 109-72-8 n-butyllithium 
• 7677-24-9 trimethylsilyl cyanide 
• 108-94-1 cyclohexanone 
• 24731-36-0 1-trimethylsilanyloxycyclohexanecarbonitrile 
• 78485-89-9 1-Butyl-1-(1-trimethylsilanyloxy-cyclohexyl)-pentylamine 

Relevant articles and documents

Highly stereocontrolled synthesis of the 1β-methylcarbapenem key intermediate by the Reformatsky reaction of 3-(2-bromopropionyl)-2-oxazolidone derivatives with a 4-acetoxy-2-azetidinone

The key synthetic intermediate (4) of 1β-methylcarbapenems (1~3) was efficiently synthesized by employing highly stereocontrolled Reformatsky reaction (C4-alkylation) of 3-(2-bromopropionyl)-2-oxazolidone derivatives (6) with (3R,4R)-4-acetoxy-3-[(R)-1-(t-butyldimethylsilyloxy)ethyl]-2-azetidino ne (5) in the presence of zinc dust followed by removal of 2-oxazolidone moieties. The best diastereoselectivity (β:α = 95:5) could be realized by uses of sterically crowded achiral 2-oxazolidone derivatives such as 4,4-dimethyl-, 4,4,5,5-tetramethyl, and 4,4-dibutyl-5,5-pentamethylene-2-oxazolidone and higher reaction temperatures (refluxing tetrahydrofran). The remarkable diastereoselectivities observed for the Reformatsky reactions could be explained by means of the weakly chelating transition state models.