5412-69-1Relevant articles and documents
Reductive hydroxyalkylation/alkylation of amines with lactones/esters
Wang, Yu-Huang,Ye, Jian-Liang,Wang, Ai-E,Huang, Pei-Qiang
, p. 6504 - 6511 (2012/09/08)
We have developed a one-pot method for the direct intermolecular reductive hydroxyalkylation or alkylation of amines using lactones or esters as the hydroxyalkylating/alkylating reagents. The method is based on the in situ amidation of lactones/esters with DIBAL-H-amine complex (for primary amines) or DIBAL-H-amine hydrochloride salt complex (for secondary amines), followed by reduction of the amides with an excess of DIBAL-H. Different from the reduction of Weinreb amides with DIBAL-H where aldehydes are formed, the reduction of the in situ formed Weinreb amides yielded amines. Moreover, this method is not limited to Weinreb amides, instead, it also works for other amides in general. A plausible mechanism is suggested to account for the outcome of the reactions.
The effects of a hydroxyl group on some chemical and biological properties of n-pentyl ammonium salts
Barlow
, p. 703 - 710 (2007/10/06)
The effects of a hydroxyl group on the activity and affinity of compounds related to n-pentyltrimethylammonium have been studied on the guinea pig ileum, frog rectus, acetylcholinesterase and on partitioning (Rm) and size (Φ(v0), Vm). The hydroxyl group lowered affinity in all tests, confirming the importance of hydrophobic forces in binding to receptors. Activity on the ileum was lowered appreciably but on the rectus only slightly. The effects on Rm did not indicate any interactions between hydroxyl, onium group and water but the apparent size of the hydroxyl group (ΔΦ(v0)) depends on the nature of the onium group.