New synthesis of N-alkyl-β-amino acids and their methyl esters from dendrimeric molecules

被引:0
|
作者
Ricardo Ángel Gutiérrez-Bernal
Daniel Chávez
Gerardo Aguirre-Hernández
Manuel Alatorre-Meda
Amelia Olivas-Sarabia
Domingo Madrigal-Peralta
机构
[1] Tecnológico Nacional de México/Instituto Tecnológico de Tijuana,Centro de Graduados e Investigación
[2] Centro de Graduados e Investigación en Química-Grupo de Biomateriales y Nanomedicina,Cátedras CONACyT
[3] Centro de Nanociencias y Nanotecnología–UNAM,Tecnológico Nacional de México/I.T. Tijuana
[4] C.P. 22860,undefined
来源
MRS Communications | 2020年 / 10卷
关键词
D O I
暂无
中图分类号
学科分类号
摘要
β-Alanine and its derivatives are important starting materials for the preparation of peptides or compounds with biological activity. In this work, the authors are presenting a new approach for the synthesis of N-alkyl-β-amino acids and N-alkyl-β-amino esters using dendrimeric intermediates in a one-pot reaction, with friendly reaction conditions. Dendrimeric compounds, with a pentaerythritol core, were easy prepared and used to obtain the β-amino acid derivatives and β-amino esters with good yields. This paper presents the first reaction where dendrimers are used for synthesizing organic compounds. Spectroscopic characterization by 1H- and 13C-NMR of dendrimers and final products is also presented.
引用
收藏
页码:338 / 345
页数:7
相关论文
共 50 条
  • [41] (S)-α-methyl,α-amino acids: a new stereocontrolled synthesis
    Balducci, Daniele
    Lazzari, Ilaria
    Monari, Magda
    Piccinelli, Fabio
    Porzi, Gianni
    AMINO ACIDS, 2010, 38 (03) : 829 - 837
  • [42] The synthesis of chiral dendrimeric molecules based on amino acid repeat units
    Twyman, LJ
    Beezer, AE
    Esfand, R
    Mathews, BT
    Mitchell, JC
    JOURNAL OF CHEMICAL RESEARCH-S, 1998, (12): : 758 - 759B
  • [43] A SIMPLE METHOD FOR THE SYNTHESIS OF LONG-CHAIN ALKYL ESTERS OF AMINO-ACIDS
    PENNEY, CL
    SHAH, P
    LANDI, S
    JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (09): : 1457 - 1459
  • [44] Lactonation of N-alkyl- and N,N-dialkylamido acids of norbornene series in reactions with performic acid
    Pal'chikova, V. A.
    Tarabara, I. N.
    Shishkina, S. V.
    Shishkin, O. V.
    Kol'tsov, N. Yu.
    Kas'yan, L. I.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2007, 43 (05) : 660 - 673
  • [45] An improved synthesis of Fmoc-N-methyl-α-amino acids
    Zhang, S
    Govender, T
    Norström, T
    Arvidsson, PI
    JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (17): : 6918 - 6920
  • [46] Synthesis of new compounds derived from metronidazole and amino acids and their esters as antiparasitic agents
    Al-Masri, Ahmed T.
    Saadeh, Haythem A.
    Mosleh, Ibrahim M.
    Mubarak, Mohammad S.
    MEDICINAL CHEMISTRY RESEARCH, 2012, 21 (08) : 1700 - 1707
  • [47] Synthesis of new compounds derived from metronidazole and amino acids and their esters as antiparasitic agents
    Ahmed T. Al-Masri
    Haythem A. Saadeh
    Ibrahim M. Mosleh
    Mohammad S. Mubarak
    Medicinal Chemistry Research, 2012, 21 : 1700 - 1707
  • [48] SYNTHESIS OF AMINO ACIDS FROM SUBSTITUTED CYANO-ACETIC ESTERS - 4-ALKYL-3-AMINOPYRAZOLONES
    GAGNON, PE
    SAVARD, K
    GAUDRY, R
    RICHARDSON, EM
    CANADIAN JOURNAL OF RESEARCH SECTION B-CHEMICAL SCIENCES, 1947, 25 (01): : 28 - 36
  • [49] ALKYL ESTERS AND N,N-DIMETHYLAMINOETHYL ESTERS OF UNSYMMETRICAL PHOSPHINIC ACIDS
    NEIDLEIN, R
    BUSECK, S
    MONATSHEFTE FUR CHEMIE, 1993, 124 (03): : 309 - 317
  • [50] Mass spectrometry of analytical derivatives. 1. Cyanide cations in the spectra of N-alkyl-N-perfluoroacyl-α-amino acids and their methyl esters
    Todua, Nino G.
    Tretyakov, Kirill V.
    Mikaia, Anzor I.
    EUROPEAN JOURNAL OF MASS SPECTROMETRY, 2015, 21 (03) : 183 - 190