SYNTHETIC AND NMR-SPECTROSCOPIC INVESTIGATIONS OF BENZYLAMINE ADDITION TO N-MALEYLAMINO ACID-DERIVATIVES

被引:1
|
作者
GRIEHL, C [1 ]
STROHL, D [1 ]
JESCHKEIT, H [1 ]
KLEINPETER, E [1 ]
机构
[1] MARTIN LUTHER UNIV HALLE WITTENBERG,INST ANALYT CHEM,O-4010 HALLE,GERMANY
来源
MONATSHEFTE FUR CHEMIE | 1992年 / 123卷 / 6-7期
关键词
ALPHA-ASPARTYL PEPTIDES; NORMAL-MALEYLAMINO ACID DERIVATIVES; NUCLEOPHILIC ADDITION;
D O I
10.1007/BF00816859
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
During the addition of amines to maleylamino acids in general beta-amino derivatives are formed. In order to change the reactivity within the vinylogous maleyl system we introduced the beta-benzylester group into the starting compound N-(cis-beta-carboxyacryloyl)-phenylalanine methylester 1. The obtained benzylester 2 is adding benzylamine in alpha-position yielding N-benzyl-alpha-aspartyl(beta-benzyl)-phenylalanine methylester 4. The addition reaction was investigated by H-1-NMR-spectroscopy. The structures of the compounds have been confirmed by elemental analysis, IR, H-1-NMR and C-13-NMR spectroscopy.
引用
收藏
页码:647 / 654
页数:8
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共 40 条
  • [1] NMR-SPECTROSCOPIC INVESTIGATIONS OF CONFORMATION AND CONFIGURATION IN SUBSTITUTED CARBAZINIC ACID-DERIVATIVES
    KNOLL, S
    TSCHWATSCHAL, F
    HIMMELREICH, U
    BORSDORF, R
    [J]. JOURNAL FUR PRAKTISCHE CHEMIE-CHEMIKER-ZEITUNG, 1995, 337 (04): : 307 - 309
  • [2] NMR-SPECTROSCOPIC INVESTIGATIONS OF CONFIGURATION ISOMERISM IN SUBSTITUTED DERIVATIVES OF THIOCARBACINIC ACID
    KNOLL, S
    TSCHWATSCHAL, F
    HIMMELREICH, U
    BORSDORF, R
    [J]. JOURNAL FUR PRAKTISCHE CHEMIE-CHEMIKER-ZEITUNG, 1994, 336 (06): : 547 - 549
  • [3] NMR-SPECTROSCOPIC INVESTIGATION OF E/Z-ISOMERISM IN SUBSTITUTED DITHIOCARBACINIC ACID-DERIVATIVES
    HIMMELREICH, U
    HASSNER, R
    THOMAS, P
    TSCHWATSCHAL, F
    BORSDORF, R
    [J]. MONATSHEFTE FUR CHEMIE, 1990, 121 (11): : 923 - 930
  • [4] NMR-SPECTROSCOPIC INVESTIGATIONS ON 4-SUBSTITUTED DERIVATIVES OF 2-AMINO-BUTYRIC ACID
    ROMER, J
    MADING, P
    SCHELLER, D
    [J]. JOURNAL FUR PRAKTISCHE CHEMIE-CHEMIKER-ZEITUNG, 1992, 334 (07): : 637 - 639
  • [5] NMR-spectroscopic investigations of chiral carboxylic acids via their tributyltin derivatives
    Knoll, S
    Klein, J
    Ristau, T
    Borsdorf, R
    [J]. JOURNAL FUR PRAKTISCHE CHEMIE-CHEMIKER-ZEITUNG, 1996, 338 (04): : 374 - 375
  • [6] NMR SPECTROSCOPIC STUDIES OF N-15 LABELED N-PHOSPHORYLPHOSPHAZENES AND IMIDODIPHOSPHORIC ACID-DERIVATIVES
    JOHN, A
    THOMAS, B
    PFUTZNER, A
    GROSSMANN, G
    [J]. ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, 1984, 511 (04): : 7 - 18
  • [7] NMR SPECTROSCOPIC STUDIES OF N-15 LABELED N-METHYL-IMIDODIPHOSPHORIC ACID-DERIVATIVES
    THOMAS, B
    JOHN, A
    PFUTZNER, A
    GROSSMANN, G
    HERRMANN, E
    [J]. ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, 1985, 525 (06): : 7 - 13
  • [8] ROTATIONAL-ISOMERISM OF BICYCLOPROPYL .1. IR-SPECTROSCOPIC AND NMR-SPECTROSCOPIC INVESTIGATIONS OF BICYCLOPROPYL, OCTADEUTERIOBICYCLOPROPYL AND SOME BICYCLOPROPYL DERIVATIVES
    MEIJERE, AD
    LUTTKE, W
    HEINRICH, F
    [J]. ANNALEN DER CHEMIE-JUSTUS LIEBIG, 1974, (02): : 306 - 327
  • [9] PREPARATIVE, SPECTROSCOPIC, AND STRUCTURAL INVESTIGATIONS ON ORGANYL IVB-ELEMENT SELENINIC ACID-DERIVATIVES
    ANSORGE, U
    LINDNER, E
    STRAHLE, J
    [J]. CHEMISCHE BERICHTE-RECUEIL, 1978, 111 (09): : 3048 - 3057
  • [10] NMR-Spectroscopic and Solid-State Investigations of Cometal-Free Asymmetric Conjugate Addition: A Dinuclear Paracyclophaneimine Zinc Methyl Complex
    Ay, S.
    Ziegert, R. E.
    Zhang, H.
    Niege, M.
    Rissanen, K.
    Fink, K.
    Kubas, A.
    Gschwind, R. M.
    Brase, S.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (37) : 12899 - 12905