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论文编号:HG101 论文字数:10414,页数:25
摘 要：不对称合成研究具有重要的理论意义和广阔的应用前景。其中不对称氢化催化尤为重要。手性氨基醇具有光学活性，在不对称合成和药物中间体两方面具有广泛的用途。方酸具有稳定的四环结构，3,4-位羟基可以被多种亲核基团取代得到多种方酸衍生物。含硫手性方酰氨基醇配体就结合了方酸和氨基醇各自的优点。方酸与正丁醇反应得到方酸二丁酯，继而与(1S,2R)-(+)或(1R,2S)-(-)-2-氨基-1,2-二苯基乙醇反应得单手性中心的方酰氨基醇配体。纯化，然后与NaHS溶液反应，上巯基，得到含硫单手性中心方酰氨基醇配体。最后在K2CO3和丙酮存在下含硫氨基醇配体与间三苄溴在40℃条件下反应2h得到目标产物含硫多催化中心手性配体。
关键词：不对称合成；不对称催化；手性氨基醇；方酸；间三苄溴；含硫手性配体
Catalytic center of many chiral sulfur ligands
Abstract: Asymmetric synthesis of important theoretical significance and potential applications. Catalytic asymmetric hydrogenation of which is particularly important. Chiral amino alcohols in asymmetric synthesis of optically active pharmaceutical intermediates and two broad purposes. Ring side acid has a stable structure, in which 3,4-hydroxyl groups can be replaced by a variety of pro-nuclear grou. Chiral sulfur ligands square acylamino alcohol side on a combination of amino acids and alcohols advantages.The reaction of squaric acid and n-butyl is into dibutyl of squaric acid, then with (1S,2R)-(+) or (1R,2S)-(-)-2-amino-1,2-diphenyl ethanol by the reaction of a single chiral center side acylamino alcohol ligand. Purified, and then with NaHS solution reaction, on the sulfhydryl groups are sulfur-hand side of center acylamino alcohol ligand. Finally, in the presence of K2CO3 and acetone, sulfur amino alcohol ligand and between the three benzyl bromide under the conditions of reaction at 40℃,2h sulfur product was obtained catalytic center of many chiral ligands.
Keywords: Asymmetric synthesis; Asymmetric catalysis; Chiral amino alcohol; Squaric acid; Between the three benzyl bromide; Sulfur chiral ligand
目 录
中文摘要 I
英文摘要 II
目录 III
1. 绪论 1
1.1 手性氨基醇的制备方法及进展 3
1.2 氨基醇配体催化不对称合成反应研究进展 3
1.3 研究现状 8
2. 实验部分 9
2.1 仪器 9
2.2 试剂 9
2.3 薄层板制备 9
2.4 合成路线 9
2.5 手性方酰胺基醇配体的合成 11
3. 结果与讨论 13
4. 总结与展望 17
致谢 18
参考文献 19
附录 各化合物红外谱图 21
