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
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
  • [31] N-acylbenzotriazole mediated synthesis of some methacrylamido amino acids
    Huer, Deniz
    Ekti, Sultan F.
    Say, Ridvan
    LETTERS IN ORGANIC CHEMISTRY, 2007, 4 (08) : 585 - 587
  • [32] A facile synthesis of N/C-terminal selenourea tethered glycosylated amino acids
    Sureshbabu, Vommina V.
    Vasantha, B.
    Madhu, C.
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2013, 52 (07): : 895 - 900
  • [33] SYNTHESIS OF SOME CYCLIC AMINO-ACIDS BY PHASE-TRANSFER REACTIONS
    ODONNELL, MJ
    STATEN, GS
    VOGLER, KR
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1978, 175 (MAR): : 180 - 180
  • [34] Reactions of some arylazofuranones with amino acids and malononitrile
    El-Kousy, SM
    Hashem, AI
    El-Torgoman, AM
    Salama, GM
    AFINIDAD, 2003, 60 (503) : 61 - 64
  • [35] AMINO ACIDS .I. SYNTHESIS OF SOME N,N-DISUBSTITUTED ALANINES
    REMIZOV, AL
    JOURNAL OF GENERAL CHEMISTRY USSR, 1964, 34 (10): : 3233 - &
  • [37] Reactions of aminobenzoic acids with α,β-acetylenic γ-hydroxy nitriles: synthesis of functionalized amino acids and unusually facile esterification and acetylene hydration
    Trofimov, Boris A.
    Mal'kina, Anastasiya G.
    Shemyakina, Olesya A.
    Nosyreva, Valentina V.
    Borisova, Angela P.
    Albanov, Alexander I.
    Kazheva, Olga N.
    Alexandrov, Grigorii G.
    Chekhlov, Anatolii N.
    Dyachenko, Oleg A.
    TETRAHEDRON, 2009, 65 (12) : 2472 - 2477
  • [38] FERMENTATIVE PRODUCTION OF SOME ESSENTIAL AMINO-ACIDS
    GOSWAMI, PK
    SENGUPTA, S
    INDIAN JOURNAL OF BIOCHEMISTRY & BIOPHYSICS, 1981, 18 (04): : 133 - 133
  • [39] CONTENT OF SOME OF ESSENTIAL AMINO ACIDS IN POULTRY FEEDS
    RAO, PV
    BOSE, S
    INDIAN JOURNAL OF NUTRITION AND DIETETICS, 1970, 7 (05): : 300 - &
  • [40] LIMITING ESSENTIAL AMINO ACIDS OF SOME LEGUME SEEDS
    JAFFE, WG
    PROCEEDINGS OF THE SOCIETY FOR EXPERIMENTAL BIOLOGY AND MEDICINE, 1949, 71 (03): : 398 - 399