A facile synthesis and some new reactions of N-benzylcarboxamides with essential amino acids

被引：0
|
作者：
El-Sayed, RA [1 ]
机构：
[1] Al Azhar Univ, Fac Sci, Dept Chem, Nasr City, Cairo, Egypt
来源：
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY | 1998年 / 37卷 / 10期
关键词：
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
N-Benzyl-p-chloro and N-benzyl-2, 4-dichlorobenzamide react with chlorosulfonic acid to give the corresponding p-sulfonyl chlorides 1, 19, which on condensation with nucleophiles give amino acid derivatives 2-7 and 20-25. Some of the corresponding methyl esters 8-11 are also prepared. Hydrazinolysis of these methyl esters yield the hydrazides 12-15. Coupling reactions of some amino acid derivatives with amino acid methyl ester hydrochloride in THF-Et3N medium using the dicyclohexylcarbodiimide method famishes the desired dipeptide methyl esters 16-18, 26-28. The spectral data are briefly discussed.
引用
收藏
页码：1059 / 1062
页数：4
相关论文
共 50 条
  • [1] A facile synthesis and some new reactions of N-benzylcarboxamides with essential amino acids
    El-Sayed, RA
    JOURNAL OF THE SERBIAN CHEMICAL SOCIETY, 1998, 63 (08) : 601 - 606
  • [2] A facile synthesis and some new reactions of N-benzylcarboxamides with essential amino acids
    El-Sayed, RA
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1997, 131 : 207 - 213
  • [3] Schiff base and reductive amination reactions of -amino acids: a facile route toward N-alkylated amino acids and peptoid synthesis
    Fu, Xiaohui
    Li, Zheng
    Wei, Jirui
    Sun, Jing
    Li, Zhibo
    POLYMER CHEMISTRY, 2018, 9 (37) : 4617 - 4624
  • [4] Facile synthesis of chiral N-glycosylated amino acids
    Lin Fa Wang
    Ling Qiang Kong
    Li Fan
    Da Cheng Yang
    Research on Chemical Intermediates, 2010, 36 : 237 - 243
  • [5] Facile synthesis of chiral N-glycosylated amino acids
    Wang, Lin Fa
    Kong, Ling Qiang
    Fan, Li
    Yang, Da Cheng
    RESEARCH ON CHEMICAL INTERMEDIATES, 2010, 36 (03) : 237 - 243
  • [6] Facile synthesis of Fmoc-N-methylated α- and β-amino acids
    Govender, T
    Arvidsson, PI
    TETRAHEDRON LETTERS, 2006, 47 (11) : 1691 - 1694
  • [7] SYNTHESIS OF SOME N-PYRIMIDYL AMINO ACIDS
    ROYBURMAN, P
    ROY, D
    SEN, D
    NATURWISSENSCHAFTEN, 1960, 47 (22) : 515 - 516
  • [8] SOME NEW REACTIONS OF CINNAMOYLMORPHOLINE DERIVATIVES WITH AMINO-ACIDS
    ELSAYED, RA
    KHALF, NS
    GAZZAR, MA
    KORA, FA
    JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 1992, 69 (09) : 558 - 560
  • [9] THE SYNTHESIS AND REACTIONS OF N-ACYL THIOL AMINO ACIDS
    SHEEHAN, JC
    JOHNSON, DA
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1952, 74 (18) : 4726 - 4727
  • [10] Chemo-, regio- and stereospecific addition of amino acids to acylacetylenes: a facile synthesis of new N-acylvinyl derivatives of amino acids
    Glotova, Tatyana E.
    Dvorko, Marina Yu.
    Ushakov, Igor A.
    Chipanina, Nina N.
    Kazheva, Olga N.
    Chekhlov, Anatolii N.
    Dyachenko, Oleg A.
    Gusarova, Nina K.
    Trofimov, Boris A.
    TETRAHEDRON, 2009, 65 (47) : 9814 - 9818
12345