Studies on the Relationship between the Structures of Tartaric Acid Derivatives and Their Optical Activities

Abstract

Abstract: Several L-tartaric acid derivatives (1～6) were synthesized and their specific rotations were measured. It was found that diester 3 exhibited an unusually high negative value of specific rotation([α]_D²⁵-45.03 °，DMSO]), its amide derivative s 4 showed slightly positive specific rotation (4a:+11.19°,4b:+2.14°)，and the reduction products showed slightly negative values (5a:-0.52°, 5b:-4.92°，6：-2.95°). The optical activities o f 1～6 were elucidated by the polarization ability of functional gro ups and the helical structures.

Key words: tartaric acid derivatives, helical structure, specific rotation, optical activity

摘要： 合成出系列的L-半螺旋型酒石酸衍生物1～6，测定比旋光度，发现酒石酸二乙酯2([α]_D²⁵+3.00°，DMSO)形成2，3-O-亚异丙基酒石酸二乙酯3后旋光急剧往左偏移([α]_D²⁵-45.03 °，DMSO])，3酰胺化后比旋光值往右偏移(4a ：+11.19°，4b：+2.14°)，还原产物的比旋光值往左偏移(5a：-0.52°， 5b ：-4.92°，6：-2.95°)；并用分子的螺旋结构与基团的极化性质研究旋光规律。

关键词: 酒石酸衍生物, 螺旋结构, 比旋光度, 光学活性

CLC Number:

LIN Chongxi,LIU Jingyuan,WANG An,YE Xiulin. Studies on the Relationship between the Structures of Tartaric Acid Derivatives and Their Optical Activities[J]. Acta Scientiarum Naturalium Universitatis Pekinensis.

林崇熙,柳敬元,王安,叶秀林. 酒石酸衍生物的合成及其结构与光学活性关系的探讨[J]. 北京大学学报（自然科学版）.

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URL: https://xbna.pku.edu.cn/EN/

https://xbna.pku.edu.cn/EN/Y2002/V38/I6/739

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Studies on the Relationship between the Structures of Tartaric Acid Derivatives and Their Optical Activities

酒石酸衍生物的合成及其结构与光学活性关系的探讨

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