A CONVENIENT SYNTHESIS OF N-METHOXY-N-METHYLAMIDES FROM CARBOXYLIC-ACIDS

被引:39
作者
SIBI, MP
STESSMAN, CC
SCHULTZ, JA
CHRISTENSEN, JW
LU, JL
MARVIN, M
机构
[1] Department of Chemistry, North Dakota State University, Fargo
基金
美国国家科学基金会;
关键词
D O I
10.1080/00397919508012689
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Carboxylic acids can be converted to their corresponding N-methoxy-N-methylamides in high yields using 2-chloro-1-methylpyridinium iodide as the coupling agent. The reaction proceeds without racemization when chiral carboxylic acids are used as the starting material.
引用
收藏
页码:1255 / 1264
页数:10
相关论文
共 23 条
[1]   ALPHA-DIKETONE AND ALPHA-KETO ESTER DERIVATIVES OF N-PROTECTED AMINO-ACIDS AND PEPTIDES AS NOVEL INHIBITORS OF CYSTEINE AND SERINE PROTEINASES [J].
ANGELASTRO, MR ;
MEHDI, S ;
BURKHART, JP ;
PEET, NP ;
BEY, P .
JOURNAL OF MEDICINAL CHEMISTRY, 1990, 33 (01) :11-13
[2]   AN EFFICIENT SYNTHESIS OF NOVEL ALPHA-DIKETONE AND ALPHA-KETO ESTER DERIVATIVES OF N-PROTECTED AMINO-ACIDS AND PEPTIDES [J].
ANGELASTRO, MR ;
PEET, NP ;
BEY, P .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (16) :3913-3916
[3]   EFFICIENT PREPARATION OF PEPTIDYL PENTAFLUOROETHYL KETONES [J].
ANGELASTRO, MR ;
BURKHART, JP ;
BEY, P ;
PEET, NP .
TETRAHEDRON LETTERS, 1992, 33 (23) :3265-3268
[4]   FACILE SYNTHESIS OF CARBOXAMIDES BY USING 1-METHYL-2-HALOPYRIDINIUM IODIDES AS COUPLING REAGENTS [J].
BALD, E ;
SAIGO, K ;
MUKAIYAMA, T .
CHEMISTRY LETTERS, 1975, (11) :1163-1166
[5]  
BRAUN M, 1989, SYNTHESIS-STUTTGART, P856
[6]   SYNTHESIS OF POTENTIAL INHIBITORS OF THE GLYCOSPHINGOLIPID BIOSYNTHESIS [J].
BRENNERWEISS, G ;
GIANNIS, A ;
SANDHOFF, K .
TETRAHEDRON, 1992, 48 (28) :5855-5860
[7]   A NEW SYNTHESIS OF N-PROTECTED ALPHA-AMINOMETHYL KETONES FROM GLYCINE [J].
DAVIES, DT ;
OHANLON, PJ .
SYNTHETIC COMMUNICATIONS, 1988, 18 (18) :2273-2280
[8]   A CONVENIENT METHOD FOR THE PREPARATION OF N-METHOXYAMIDES [J].
EINHORN, J ;
EINHORN, C ;
LUCHE, JL .
SYNTHETIC COMMUNICATIONS, 1990, 20 (08) :1105-1112
[9]  
FEHRENTZ JA, 1983, SYNTHESIS-STUTTGART, P676
[10]   SYNTHESIS OF ALPHA-AMINOALDEHYDES AND ALPHA-AMINOKETONES - A REVIEW [J].
FISHER, LE ;
MUCHOWSKI, JM .
ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1990, 22 (04) :399-484