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

Published online by Cambridge University Press:  30 April 2020

Ricardo Ángel Gutiérrez-Bernal ,
Daniel Chávez ,
Gerardo Aguirre-Hernández ,
Manuel Alatorre-Meda Open the ORCID record for Manuel Alatorre-Meda [Opens in a new window] ,
Amelia Olivas-Sarabia  and
Domingo Madrigal-Peralta Open the ORCID record for Domingo Madrigal-Peralta [Opens in a new window]
Ricardo Ángel Gutiérrez-Bernal
Affiliation:
Centro de Graduados e Investigación, Tecnológico Nacional de México/Instituto Tecnológico de Tijuana, Apartado Postal 1166, 22000Tijuana, Baja California, Mexico
Daniel Chávez
Affiliation:
Centro de Graduados e Investigación, Tecnológico Nacional de México/Instituto Tecnológico de Tijuana, Apartado Postal 1166, 22000Tijuana, Baja California, Mexico
Gerardo Aguirre-Hernández
Affiliation:
Centro de Graduados e Investigación, Tecnológico Nacional de México/Instituto Tecnológico de Tijuana, Apartado Postal 1166, 22000Tijuana, Baja California, Mexico
Manuel Alatorre-Meda
Affiliation:
Centro de Graduados e Investigación, Tecnológico Nacional de México/Instituto Tecnológico de Tijuana, Apartado Postal 1166, 22000Tijuana, Baja California, Mexico Cátedras CONACyT-Tecnológico Nacional de México/I.T. Tijuana, Centro de Graduados e Investigación en Química-Grupo de Biomateriales y Nanomedicina, Blvd. Alberto Limón Padilla S/N, 22510Tijuana, Baja California, Mexico
Amelia Olivas-Sarabia
Affiliation:
Centro de Nanociencias y Nanotecnología – UNAM, C.P. 22860, Ensenada, Baja California, Mexico
Domingo Madrigal-Peralta*
Affiliation:
Centro de Graduados e Investigación, Tecnológico Nacional de México/Instituto Tecnológico de Tijuana, Apartado Postal 1166, 22000Tijuana, Baja California, Mexico
*
Address all correspondence to Domingo Madrigal-Peralta at [email protected]
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Abstract

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.

Type
Research Letters
Information
MRS Communications , Volume 10 , Issue 2 , June 2020 , pp. 338 - 345
Copyright
Copyright © Materials Research Society, 2020

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