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Preparation, Characterisation, and Structure ofN‐Methylated Derivatives of 1,3,5‐Triami...
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Preparation, Characterisation, and Structure ofN‐Methylated Derivatives of 1,3,5‐Triamino‐1,3,5‐trideoxy‐cis‐inositol: Polyalcohols with Unusual Acidity
作者:
Kaspar Hegetschweiler,
Isidor Erni,
Walter Schneider,
Helmut Schmalle,
期刊:
Helvetica Chimica Acta
(WILEY Available online 1990)
卷期:
Volume 73,
issue 1
页码: 97-105
ISSN:0018-019X
年代: 1990
DOI:10.1002/hlca.19900730110
出版商: WILEY‐VCH Verlag GmbH
数据来源: WILEY
摘要:
Abstract1,3,5‐Trideoxy‐1,3,5‐tris(dimethylamino)‐cis‐inositol (TDCI) and 1,3,5‐trideoxy‐1,3,5‐tris(trimethylammonio)‐cis‐inositol (TTCI) were prepared by methylation of 1,3,5‐triamino‐1,3,5‐trideoxy‐cis‐inositol (TACI). The ability of TDCI to form both intermolecular and intramolecular H‐bonds, as demonstrated by X‐ray diffraction, is probably responsible for the good solubility of TDCI in almost every common solvent. TTCI was found to be a polyol of unusual high acidity (pK1= 8.14 ± 0.02, pK2= 13.0 ± 0.2). This phenomenon could be explained by electrostatic interactions between the charged subs
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