Synthesis of (+)- and (-)-Tetrabenazine from the Resolution of -Dihydrotetrabenazine

被引：13

作者：

Boldt, Karl G. ^{[1
]}

Biggers, Michael S. ^{[1
]}

Phifer, Sharnelle S. ^{[1
]}

Brine, George A. ^{[1
]}

Rehder, Ken S. ^{[1
]}

机构：

[1] RTI Int, Ctr Organ & Med Chem, Res Triangle Pk, NC 27709 USA

来源：

SYNTHETIC COMMUNICATIONS | 2009年 / 39卷 / 20期

关键词：

Dihydrotetrabenazine; resolution; tetrabenazine; ABSOLUTE-CONFIGURATION; TETRABENAZINE; METABOLITE;

D O I：

10.1080/00397910902788125

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Tetrabenazine (1) was reduced with NaBH4 to -dihydrotetrabenazine (2) and then resolved with di-p-toluoyl-L-tartrate and di-p-toluoyl-D-tartrate to subsequently give (+)- and (-)--dihydrotetrabenazine. The enantiomers were oxidized under Swern conditions to prepare samples of (+)-tetrabenazine and (-)-tetrabenazine. The samples were optically pure by chiral HPLC analysis.

引用

页码：3574 / 3585

页数：12

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