A convenient procedure for parallel ester hydrolysis

被引:16
作者
Anderson, MO
Moser, J
Sherrill, J
Guy, RK [1 ]
机构
[1] Univ Calif San Francisco, Dept Pharmaceut Chem, San Francisco, CA 94143 USA
[2] Univ Calif San Francisco, Dept Cellular & Mol Pharmacol, San Francisco, CA 94142 USA
关键词
ester hydrolysis; deprotection; parallel synthesis; barium hydroxide octahydrate; 9-chloroacridine;
D O I
10.1055/s-2004-832828
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The treatment of alkyl esters with barium hydroxide octahydrate in methanol followed by protonation with anhydrous hydrogen chloride affords carboxylic acids. The procedure does not require aqueous workup and is particularly suitable for parallel synthesis applications.
引用
收藏
页码:2391 / 2393
页数:3
相关论文
共 11 条
[1]   SYNTHESIS OF SOME 9-AMINOACRIDINES WITH BULKY SUBSTITUENTS [J].
ACHESON, RM ;
HARVEY, CWC .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1976, (05) :465-470
[2]   An improved method for the palladium-catalyzed amination of aryl triflates [J].
Ahman, J ;
Buchwald, SL .
TETRAHEDRON LETTERS, 1997, 38 (36) :6363-6366
[3]  
Bascop SI, 2002, SYNTHESIS-STUTTGART, P1689
[4]  
CAIN BF, 1976, J MED CHEM, V19, P1408
[5]   CLEAVAGE OF PROTECTING GROUPS WITH BORON TRIBROMIDE [J].
FELIX, AM .
JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (10) :1427-1429
[6]  
INOUE K, 1977, Tetrahedron Letters, V46, P4063
[7]  
Lormier AT, 2002, HETEROCYCLES, V57, P449
[8]   STUDIES ON THE SYNTHESIS OF THE ANTITUMOUR AGENT CC-1065 - SYNTHESIS OF THE CYCLOPROPAPYRROLOINDOLE PORTION [J].
MAGNUS, P ;
GALLAGHER, T .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (06) :389-390
[9]   CLEAVAGE OF STERICALLY HINDERED ESTERS WITH BORON TRICHLORIDE [J].
MANCHAND, PS .
JOURNAL OF THE CHEMICAL SOCIETY D-CHEMICAL COMMUNICATIONS, 1971, (13) :667-&
[10]  
MAXIME R, 2002, SYNTHETIC COMMUN, V32, P981