1256964-50-7Relevant articles and documents
NOVEL ANTIVIRAL COMPOUNDS
-
Page/Page column 126, (2012/05/31)
The present invention relates to a compound of formula I: or a pharmaceutically acceptable salt thereof, wherein the symbols are as defined in the specification; a pharmaceutical composition comprising the same, a method for treating or preventing a viral infection such as HIV using the same.
Application of selective palladium-mediated functionalization of the pyrido[3′,2′:4,5]pyrrolo[1,2-c]pyrimidine heterocyclic system for the total synthesis of variolin B and deoxyvariolin B
Baeza, Alejandro,Mendiola, Javier,Burgos, Carolina,Alvarez-Builla, Julio,Vaquero, Juan J.
experimental part, p. 5607 - 5618 (2010/12/25)
The reaction of protected 3-bromo-2-(bromomethyl)-4-methoxypyrrolo[2,3-b] pyridine and tosylmethyl isocyanide (TosMIC) afforded a pyrido[3′, 2′:4,5]pyrrolo[1,2-c]pyrimidine derivative in good yield. This compound was transformed through installation of the pyrimidine moiety in the C5 position, hydrolysis, and decarboxylation in an advanced intermediate for the total or formal synthesis of the naturalalkaloid variolin B. Reaction of 3-bromo-2-(bromomethyl)-4-chloropyrrolo[2,3-b]pyridine with N-tosylmethyl dichloroformimide as a synthetic TosMIC equivalent afforded trihalo-substituted pyrido[3′,2′:4,5]pyrrolo[1,2-c]pyrimidine. This compound was used in a new total synthesis of the alkaloid variolin B by selective and sequential C-N, C-C, and C-O palladium-mediated functionalization at the C9, C5, and C4 positions of the pyrido[3′,2′:4,5]pyrrolo[1,2-c]pyrimidine system. A formal synthesis of deoxyvariolin B is also described by using the same synthetic strategy. A new synthesis for deoxyvariolin B and the natural product variolin B was achieved by selective and sequential palladium-mediated functionalization of di- or trihalo-substituted pyrido[3′,2′:4,5] pyrrolo[1,2-c]pyrimidine.