A practical entry to β-aryl-β-alkyl amino alcohols: application to the synthesis of a potent BACE1 inhibitor

被引：13

作者：

Delgado, Oscar ^{[1
]}

Monteagudo, Antonio ^{[2
]}

Van Gool, Michiel ^{[1
]}

Trabanco, Andres A. ^{[1
]}

Fustero, Santos ^{[2
,3
]}

机构：

[1] Janssen Res & Dev, Neurosci Med Chem Dept, E-45007 Toledo, Spain

[2] Ctr Invest Principe Felipe, Lab Mol Organ, E-46012 Valencia, Spain

[3] Univ Valencia, Dept Quim Organ, E-46100 Burjassot, Spain

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2012年 / 10卷 / 33期

关键词：

ASYMMETRIC-SYNTHESIS; SECRETASE; KETIMINES; ENZYMES; DISEASE; DESIGN; ACIDS;

D O I：

10.1039/c2ob25845e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The 1,2-addition of alkyl Grignard reagents to readily available N-tert-butanesulfinyl ketimines, bearing an alpha-silyloxy substituent, proceeds in high yields and excellent diastereocontrol. The utility of the present method was demonstrated by the synthesis, in enantiomerically pure form, of one recently disclosed beta-secretase (BACE1) inhibitor.

引用

页码：6758 / 6766

页数：9

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