Synthesis and structural studies of new N-(p-toluenesulfonyl)amino acid o-phenolamides

被引:7
作者
Aguilar-Castro, L
Tlahuextl, M
Tapia-Benavides, AR
Tlahuext, H
机构
[1] Univ A Estado Hidalgo, Ctr Invest Quim, Pachuca 42074, Hidalgo, Mexico
[2] Univ A Estado Morelos, Ctr Invest Quim, Cuernavaca 62210, Morelos, Mexico
关键词
D O I
10.1002/hc.10135
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
N-(p-Toluenesulfonyl)glycine o-phenolamide (3a) and the analogous derivatives of d,l-alanine (3b), L-valine (3c), L-leucine (3d), and L-phenylalanine (3e) were synthesized in yields >80% by condensation of N-(p-toluenesulfonyl)amino acyl chlorides with o-aminophenol. The structure and conformation of these amides were established by NMR spectroscopy and X-ray crystallography. (C) 2003 Wiley Periodicals, Inc.
引用
收藏
页码:247 / 253
页数:7
相关论文
共 27 条
  • [1] STUDIES ON THE ALKYLATION OF DIPEPTIDE SUBSTRATES
    AGER, DJ
    FROEN, DE
    KLIX, RC
    ZHI, BX
    MCINTOSH, JM
    THANGARASA, R
    [J]. TETRAHEDRON, 1994, 50 (07) : 1975 - 1982
  • [2] [Anonymous], 1974, INT TABLES XRAY CRYS, VIV
  • [3] NITROGEN-15 MAGNETIC RESONANCE SPECTROSCOPY .2. COUPLING CONSTANTS
    BINSCH, G
    ROBERTS, JD
    ROBERTS, BW
    LAMBERT, JB
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1964, 86 (24) : 5564 - &
  • [4] *BRUK AN XRAY SYST, 1999, SHELXTLNT VERS 5 10
  • [5] *BRUK AN XRAY SYST, 1999, SAINT PLUS NT VERS 6
  • [6] Bruker Analytical X-Ray Systems, 1997, SMART BRUK MOL AN RE
  • [7] INTRAMOLECULAR HYDROGEN-BONDING IN DERIVATIVES OF BETA-ALANINE AND GAMMA-AMINO BUTYRIC-ACID - MODEL STUDIES FOR THE FOLDING OF UNNATURAL POLYPEPTIDE BACKBONES
    DADO, GP
    GELLMAN, SH
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (03) : 1054 - 1062
  • [8] FILSAK G, 1994, Z NATURFORSCH C, V49, P18
  • [9] CONFORMATION-DIRECTING EFFECTS OF A SINGLE INTRAMOLECULAR AMIDE-AMIDE HYDROGEN-BOND - VARIABLE-TEMPERATURE NMR AND IR STUDIES ON A HOMOLOGOUS DIAMIDE SERIES
    GELLMAN, SH
    DADO, GP
    LIANG, GB
    ADAMS, BR
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (04) : 1164 - 1173
  • [10] Coordination chemistry of iminodiacetic esters. Structural and spectroscopic characterization of copper(II) and zinc(II) monoethyliminodiacetato complexes
    GuevaraGarcia, JA
    BarbaBehrens, N
    TapiaBenavides, AR
    RosalesHoz, MJ
    Contreras, R
    [J]. INORGANICA CHIMICA ACTA, 1995, 239 (1-2) : 93 - 97