Microwave irradiation and DMC: a potent combination for the synthesis of 2-arylamino-3-tritylsulfanyl-propionic ethyl ester

Microwave irradiation and DMC: a potent combination for the synthesis of 2-arylamino-3-tritylsulfanyl-propionic ethyl ester

Santo, Stephanie Amarillis E.; Jr., Luiz S. Longo; Reis, Adriana Karla C. Amorim

Abstract:

HIV-1 protease (HIV-1-PR) has a critical role in the life cycle of HIV-1. In order to reduce the overall viral replication, an attractive alternative is to improve the pharmacological properties, pharmacokinetic and safety profiles of the potential therapeutic anti-proteases drugs (PAs), such as Nelfinavir (II) (antiretroviral drug). This work reports our preliminary results obtained in the synthesis of N-(1-hydroxy-3-mercaptopropan-2-ylarylamides (I) via the coupling reaction of N-(1-hydroxy-3- mercaptopropan-2-yl)aryl-amides with benzoic acid derivatives using classical as well green solvents.

HIV-1 protease (HIV-1-PR) has a critical role in the life cycle of HIV-1. In order to reduce the overall viral replication, an attractive alternative is to improve the pharmacological properties, pharmacokinetic and safety profiles of the potential therapeutic anti-proteases drugs (PAs), such as Nelfinavir (II) (antiretroviral drug). This work reports our preliminary results obtained in the synthesis of N-(1-hydroxy-3-mercaptopropan-2-ylarylamides (I) via the coupling reaction of N-(1-hydroxy-3- mercaptopropan-2-yl)aryl-amides with benzoic acid derivatives using classical as well green solvents.

Palavras-chave:

DOI: 10.5151/chempro-15bmos-BMOS2013_201396161153

Referências bibliográficas

• [1] 1 Fitzgerald, P. M. et al; J. Biol. Chem. 1990, 265, 14209.
• [2] 2 Pardrige, W. M. Ad. Drug Deli. Re. 1995, 15, 5
• [3] 3 Halmos, T.; Santarromana, M.; Antonakis, K.; Scherman, D.; Eur. J. Pharmacol., 1996, 318, 477
• [4] 4 Nowshuddin S., Reddy A. R.; Tetrahedron: Assimmetry, 2011, 22, 22-25.
• [5] 5 Rudolph J. et al; J. Med. Chem. 2001, 44, 619-626

Como citar:

Santo, Stephanie Amarillis E.; Jr., Luiz S. Longo; Reis, Adriana Karla C. Amorim; "Microwave irradiation and DMC: a potent combination for the synthesis of 2-arylamino-3-tritylsulfanyl-propionic ethyl ester", p-115-115. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 2, Dezembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-15bmos-BMOS2013_201396161153