کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
1251082 970885 2008 4 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Chiral Separation of Spiro-compounds and Determination Configuration
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی (عمومی)
پیش نمایش صفحه اول مقاله
Chiral Separation of Spiro-compounds and Determination Configuration
چکیده انگلیسی
Chiral spirocyclic compounds have attracted the attention of scholars and scientists owing to their potential applications in the pharmaceutical industry as either active pharmaceutical ingredients, catalysts in synthesizing active enantiomers, or as surface modifiers on silica particles to resolve entantiomers. In this study, five spiro compounds of 3,9-diphenyl-2,4,8,10-tetraoxaspiro[5.5]-undecane(1), 3,9-(4-methoxyphenyl)-2,4,8,10-tetraoxaspiro[5.5]-undecane(2), 3,9-(4-methylphenyl)-2,4,8,10-tetraoxaspiro[5.5]-undecane(3), 4,4′-(2,4-8,10-tetraoxaspiro[5.5]undccane-3,9-diyl)dibenzoic acid(4) and 3,9-di(4-formyl-phenyl)-2,4,8,10-tetraoxa-spiro[5.5]-undecane(5) were synthesized by grinding pentaerythritol with benzaldehyde, 4-methoxybenzaldehyde, 4-methylbenzaldehyde, 4-carboxybenzaldehyde or tcrephthalaldehyde monoacetal in the presence of InBr3 under solvent-free conditions. A normal phase HPLC method was successfully developed to resolve entantiomers of compounds 1-5 on a chiral column. Specific optical rotation of R or S enlantiomers(1) was determined and the corresponding configurations were proposed based on Lowe's rule.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Chemical Research in Chinese Universities - Volume 24, Issue 4, July 2008, Pages 441-444
نویسندگان
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