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抗帕金森新药雷莎吉兰的手性合成

Asymmetric synthesis of rasagiline

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目的:探索雷莎吉兰不对称合成的新方法.方法:以1-茚酮为原料,经"一锅法"与R-叔丁基亚磺酰胺生成亚胺,后用NaBH4还原,经柱分离得到胺,再酸水解除去保护基得到R-1-氨基茚,再与丙炔氯结合,甲磺酸成盐得到雷莎吉兰.结果:经检测,所合成雷莎吉兰的旋光值,质谱,氢谱数据均与文献符合.结论:用手性的叔丁基亚磺酰胺合成手性胺是一种行之有效的方法,可运用在雷莎吉兰的合成中.
Objective :To build the method of asymmetric synthesis of Rasagiline. Methods: (R) -tert-bu-tanesu-lfinamide and 1-indanone were used as the starting material. The resulted imines were reduced with NaBH4in THF to provide the corresponding secondary sulfinamides in high yield and diastereoselectivity. By series of reac-tions, rasagiline was synthesized. Results: The chemical structure of the target compound was confirmed by the melting point, NMR, MS and optical activity. Conclusion:By using (R)-tert-butanesulfinamide, rasagiline can be synthesized with high yield and good asymmetric selectivity.

rasagilinesynthesistert-butanesulfinamide

郭舜民、齐一萍、林绥

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福建省医学科学研究所,福州,350001

雷莎吉兰 手性合成 叔丁基亚磺酰胺

2009

中国新药杂志
中国医药科技出版社 中国医药集团总公司 中国药学会

中国新药杂志

CSTPCDCSCD北大核心
影响因子:1.039
ISSN:1003-3734
年,卷(期):2009.18(14)
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