Asymmetric Synthesis of a Potent HIV-1 Integrase Inhibitor.

Kuethe, Jeffrey T; Humphrey, Guy R; Journet, Michel; Peng, Zhihui; Childers, Karla G

Kuethe, Jeffrey T; Humphrey, Guy R; Journet, Michel; Peng, Zhihui; Childers, Karla G.

Afiliação

Kuethe JT; Department of Process Chemistry, Merck & Co., Inc. P.O. Box 2000, Rahway, New Jersey 07065, United States.
Humphrey GR; Department of Process Chemistry, Merck & Co., Inc. P.O. Box 2000, Rahway, New Jersey 07065, United States.
Journet M; Department of Process Chemistry, Merck & Co., Inc. P.O. Box 2000, Rahway, New Jersey 07065, United States.
Peng Z; Department of Process Chemistry, Merck & Co., Inc. P.O. Box 2000, Rahway, New Jersey 07065, United States.
Childers KG; Department of Process Chemistry, Merck & Co., Inc. P.O. Box 2000, Rahway, New Jersey 07065, United States.

J Org Chem ; 81(21): 10256-10265, 2016 11 04.

Article em En | MEDLINE | ID: mdl-27471910

ABSTRACT

ABSTRACT

The development of a practical asymmetric total synthesis of the potent HIV-1 integrase inhibitor 5 is described. Key transformations include construction of the naphthridine core in a highly efficient manner followed by cyclization of the 8-membered ring. Control of the atropisomers of intermediates and final compound 5 is also described.

Assuntos

Inibidores de Integrase de HIV/síntese química; Inibidores de Integrase de HIV/farmacologia; Integrase de HIV/efeitos dos fármacos; Espectroscopia de Ressonância Magnética Nuclear de Carbono-13; Ciclização; Inibidores de Integrase de HIV/química; Naftiridinas/química; Espectroscopia de Prótons por Ressonância Magnética

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Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Inibidores de Integrase de HIV / Integrase de HIV Idioma: En Revista: J Org Chem Ano de publicação: 2016 Tipo de documento: Article País de afiliação: Estados Unidos

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