Advanced search
Start date
Betweenand
Related content
(Reference retrieved automatically from SciELO through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Continuous flow Aza-Michael reaction for preparing the fast-acting synthetic opioid drug Remifentanil

Full text
Author(s):
Artur de Lara Lima Vaz [1] ; João Luis Callegari Lopes ; Giuliano Cesar Clososki [3]
Total Authors: 3
Affiliation:
[1] Universidade de São Paulo. Faculdade de Ciências Farmacêuticas de Ribeirão Preto. Departamento de Ciências BioMoleculares - Brasil
[3] Universidade de São Paulo. Faculdade de Ciências Farmacêuticas de Ribeirão Preto. Departamento de Ciências BioMoleculares - Brasil
Total Affiliations: 3
Document type: Journal article
Source: Brazilian Journal of Pharmaceutical Sciences; v. 59, 2023-06-16.
Abstract

Abstract Remifentanil is a modern fentanyl analogue with ultrashort-action granted by an esterase-labile methyl propanoate chain. Here, we present the development of a continuous flow methodology for the key N-alkylation step of remifentanil preparation in a biphasic, “slug-flow” regime. We screened parameters under microwave-assisted reactions, translated conditions to flow settings, and obtained remifentanil under 15-min residence time in a 1-mL microreactor, with a space-time yield of 89 mg/mL·h and 94% yield. (AU)

FAPESP's process: 16/12718-1 - Application and development of continuous flow processes in the synthesis of fentanylic opioids
Grantee:Artur de Lara Lima Vaz
Support Opportunities: Scholarships in Brazil - Doctorate (Direct)
FAPESP's process: 22/05327-7 - Exploring the medicinal chemical space of aromatics with highly selective synthetic tools
Grantee:Giuliano Cesar Clososki
Support Opportunities: Regular Research Grants