935858-03-0

Basic information

• Product Name: 2-(4-(hex-5-ynyl)piperazin-1-yl)-1,1,2-triphenylethanol
• Synonyms: 2-(4-(hex-5-ynyl)piperazin-1-yl)-1,1,2-triphenylethanol
• CAS NO: 935858-03-0
• Molecular Weight: 438.613
• Mol File: 935858-03-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-(4-(hex-5-ynyl)piperazin-1-yl)-1,1,2-triphenylethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-(hex-5-ynyl)piperazin-1-yl)-1,1,2-triphenylethanol(935858-03-0)
• EPA Substance Registry System: 2-(4-(hex-5-ynyl)piperazin-1-yl)-1,1,2-triphenylethanol(935858-03-0)

Safety Data

• Hazardous Substances Data: 935858-03-0(Hazardous Substances Data)

Upstream product

• 10297-06-0 1-chloro-5-hexyne 
• 620120-36-7 (R)-1,1,2-triphenyl-2-(piperazin-1-yl)ethanol 

Relevant articles and documents

Assessing the suitability of 1,2,3-triazole linkers for covalent immobilization of chiral ligands: Application to enantioselective phenylation of aldehydes

Alkynyl-functionalized amino alcohols have been covalently supported on azidomethylpolystyrene resins with different levels of functionalization through Cu(I)-catalyzed 1,3-dipolar cycloadditions ("click chemistry"). The resulting 1,2,3-triazole-substituted resins, characterized by different levels of ligand loading and, depending on the nature of the alkynyl-functionalized amino alcohol, the presence of a one-carbon, four-carbon, or eight-carbon linear spacer, have been tested as catalysts in the enantioselective phenyl transfer from zinc to aldehydes. High catalytic activities and enantioselectivities (up to 82% ee) have been recorded. The influence of structural characteristics of the resin on enantioselectivity are discussed, and the limitations in enantiocontrol inherent to the use of a 1,2,3-triazole linker have been rationalized with the help of DFT calculations on model systems.