[:pb]Multigram-scale synthesis of building block nitro-imine derivative by using classical method and ultrasound irradiation and conversion to imino-alcohol derivative, using Camphor as starting material. [:]

[:pb]Authors: Da Silva, E. T. ; Da Silva, A. A. ; Moraes, A. M. ; De Souza, M. V. N.
Source: Letters in Organic Chemistry, v. 17, p. 165-169, 2020
Publisher: Bentham Science Publishers


Abstract

This study describes a simple multigram-scale procedure for the preparation of (E)-N-(1,7,7-trimethylbicyclo[2.2.1]heptan-2-ylidene)nitramide, nitro-imine 2, by using both classical methods and ultrasound irradiation from 1 utilizing Camphor, a natural product, as starting material. This key intermediate 2, a good building block, is useful to prepare various substances such as terpenoids, reagents for large-scale hydroxylation and amination of organic substrates, and derivatives with anticonvulsant, hypoglycemic, anti-inflammatory, antimicrobial and antiviral activities. It can be transformed into a wide range of other derivatives which can then also be employed in inorganic chemistry. In this work, another useful derivative (E)-2-((1,7,7 trimethylbicyclo[2.2.1]heptan-2-ylidene)amino)ethanol 3 has been prepared from nitro-imine 2 on multigram-scale which also allows access to a variety of products of biological interest after suitable chemical transformations.


Keywords: camphor, multigram-scale synthesis, ultrasound, oxime, nitro-imine, building block, structure-activity.

Document Type: Letter Paper

DOI: 10.2174/1570178616666190123114922

Publication date: 1 de Março de 2020[:]

Compartilhar publicação

Facebook
Twitter
Email
LinkedIn
WhatsApp

Deixe seu comentário

Compartilhar

Sobre a SSCDT

Nosso grupo de pesquisa está situado em Farmanguinhos e atualmente é o maior laboratório farmacêutico oficial vinculado ao Ministério da Saúde. Farmanguinhos produz mais de um bilhão de medicamentos por ano para os programas estratégicos do Governo Federal, além de atender demandas emergenciais no Brasil e no exterior.

posts Recentes