Synthesis of chiral calix[4]arenes bearing tartaric ester moieties
摘要:
The synthesis of chiral calix[4]arenes with tartaric acid ester moieties has been achieved by the reactions of tartaric ester chloroacetates with calix[4]arenes in moderate yields. All the chiral calix[4]arene derivatives are in a cone conformation according to the H-1 NMR doublet-doublet pattern of the protons of the methylene groups between the phenol rings. The results of NMR and specific rotations indicate that the molecules have Ct symmetry with asymmetric features. (C) 1999 Elsevier Science Ltd. All rights reserved.
Racemic amino-alcohols such as pindolol, propranolol, alprenolol and bucumolol enantiomers exhibited different distribution behaviors in a two-phase system consisting of a chloroform solution of didodecyl L-tartrate and an aqueous solution of boric acid. It seemed that a borate complex of the 1, 2-diol group of the tartrate and the amino-alcohol was formed in the system. In the case of pindolol, one enantiomer was preferentially extracted into the organic phase (×2.20) at equilibrium.
Synthesis of Cyclic Derivatives of Tartaric Acid by Condensing Alkyl<i>d</i>-Tartrates with Aliphatic Ketones. (Optical Activity and Chemical Structure in Tartaric Acid. V)
作者:Yojiro Tsuzuki
DOI:10.1246/bcsj.14.19
日期:1939.1
Vallee, Annales de Chimie (Cachan, France), 1908, vol. <8> 15, p. 378
作者:Vallee
DOI:——
日期:——
28. The influence of solvents and of other factors on the rotation of optically active compounds. Part XXXII. The rotation dispersion of esters of dibenzoyl-d-tartaric acid in various solvents