RESOLVING AGENTS .1. (R)-(-)-2-AMINO-1-BENZYLOXYBUTANE, A NEW BASE FOR THE RESOLUTION OF RACEMIC ACIDS

被引：3

作者：

TOUET, J ^{[1
]}

RUAULT, T ^{[1
]}

BROWN, E ^{[1
]}

机构：

[1] FAC SCI LE MANS,SYNTHESE ORGAN LAB,CNRS,URA 482,F-72017 LE MANS,FRANCE

来源：

SYNTHETIC COMMUNICATIONS | 1994年 / 24卷 / 03期

关键词：

D O I：

10.1080/00397919408011187

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Treatment of the readily available (R)-(-) enantiomer of 2-aminobutan-1-ol 1 with sodium hydride followed by benzyl chloride afforded the ($) under bar O-benzyl base (R)-(-)-2. The latter was successfully used for the resolution of racemic alpha-methylsuccinic and alpha-bromosuccinic acids, as well as of the racemic alpha-benzylhemisuccinic esters 8 and 9 respectively.

引用

页码：293 / 300

页数：8

共 9 条

[1] LIGNANS .10. PREPARATION OF (R)-(+) AND (S)-(-) BETA-PIPERONYL-GAMMA-BUTYROLACTONES AND BETA-VERATRYL-GAMMA-BUTYROLACTONES AND THEIR USE IN THE TOTAL SYNTHESIS OF OPTICALLY-ACTIVE LIGNANS [J].

BROWN, E ;

DAUGAN, A .

TETRAHEDRON, 1989, 45 (01) :141-154

[2]

BROWN EJ, UNPUB

[3]

CHAE YB, 1979, Patent No. 2735834

[4]

CLOUGH GW, 1926, J CHEM SOC, V129, P1674

[5] THE CONFIGURATIONS OF THE 3-METHYLCYCLOPENTANONES AND RELATED COMPOUNDS [J].

EISENBRAUN, EJ ;

MCELVAIN, SM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1955, 77 (12) :3383-3384

[6] LIGNANES .12. PREPARATION OF (R)-(+)-BETA-(TRIMETHOXY-3,4,5-BENZYL)-GAMMA-BUTYROLACTONE AND ITS USE IN TOTAL SYNTHESIS OF NATURAL LIGNANES [J].

LALAMI, K ;

DHAL, R ;

BROWN, E .

JOURNAL OF NATURAL PRODUCTS, 1991, 54 (01) :119-126

[7]

LEGOFF JP, COMMUNICATION

[8]

NOHIRA H, 1981, Patent No. 36265

[9] RESOLUTION OF GLUTAMIC ACID WITH 1-HYDROXY-2-AMINOBUTANE [J].

RADKE, FH ;

FEARING, RB ;

FOX, SW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1954, 76 (10) :2801-2803

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