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学科主题: 生命有机化学
题名: Asymmetric strecker-type reaction of α-aryl ketones. Synthesis of (S)-αM4CPG, (S)-MPPG, (S)-AIDA, and -APICA, the Antagonistsof metabotropic glutamate receptors.
其他题名: α-芳基酮的不对称Strecker类的反应, 代谢性谷氨酸受体拮抗剂 (S)αM4CPG, S-MPPG, S-AIDA和 S-APICA的合成
作者: Ma DW(马大为) ; Tian HQ(田红旗) ; Zou GX(邹贵祥)
通讯作者: 马大为
刊名: J. Org. Chem.
发表日期: 1999-01-01T00:00:00Z
卷: 64, 页:120-125
收录类别: SCI
部门归属: 中国科学院上海有机化学研究所生命有机化学国家重点实验室
英文摘要: +Heating a mixture of α -aryl ketone with (R)-phenylglycinol produces a mixture of imine and 1,3-dioxazolidine. Treatment of this mixture with trimethylsilyl cyanide followed by transformation of nitrile to ester gives strecker-type reaction products. The diastereoselectivity of the generated α -amino esters is from 2/1 to 7/1, and the (R,S) isomer is found as the major product. The (R,S) and (R,R)isomers can be separated by conversion to their N-Cbz or cyclization derivatives. Using this methodology, four antagonists of metabotropic glutamate receptors. (S) αM4CPG, (S)-MPPG, (S)-AIDA, and (S)-APICA, are synthesized.
语种: 英语
相关网址: 查看原文
内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/15343
Appears in Collections:生命有机化学国家重点实验室_期刊论文

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Recommended Citation:
Ma DW,Tian HQ,Zou GX. Asymmetric strecker-type reaction of α-aryl ketones. Synthesis of (S)-αM4CPG, (S)-MPPG, (S)-AIDA, and -APICA, the Antagonistsof metabotropic glutamate receptors.[J]. J. Org. Chem.,1999,64:120-125.
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