49786-02-9Relevant academic research and scientific papers
Synthesis of 6-alkyluridines from 6-cyanouridine via zinc(II) chloride-catalyzed nucleophilic substitution with alkyl grignard reagents
Shih, Yu-Chiao,Yang, Ya-Ying,Lin, Chun-Chi,Chien, Tun-Cheng
, p. 4027 - 4036 (2013/06/04)
6-Cyanouracil derivatives underwent a direct nucleophilic substitution reaction with alkyl Grignard reagents in the presence of zinc(II) chloride as a catalyst to form the corresponding 6-alkyluracils. This methodology is applicable to sugar-protected 6-cyanouridine and 6-cyano-2′-deoxyuridine without the protection at the N3-imide and provides a facile and general access to versatile 6-alkyluracil and 6-alkyluridine derivatives.
Research on antiviral agents. 5.1 lithiation of 6-methyluracil as a new and efficient entry to C(6)-substituted uracils
Botta, Maurizio,Saladino, Raffaele,Delle Monache, Giuliano,Gentile, Gabriella,Nicoletti, Rosario
, p. 1687 - 1697 (2007/10/03)
Synthesis of numerous C(6)-substituted uracits can be effected by lithiation of N(1), N(3)-substituted 6-methyluracils (1) and (4) with LiHMDS, followed by the reaction of the resulting lithio derivatives with carbon, sulfur, and selenium electrophiles. The unexpected migration of the N(1)-benzoyl group in the melalation-alkylation and the high stereoselectivity obtained in the reaction with substituted cyclohexanones are also reported.
Cycloaromatization of α-oxoketene dithioacetals with enaminone derived carbanions
Satyanarayana,Reddy,Ila,Junjappa
, p. 6173 - 6176 (2007/10/02)
Lithium enolates 3b and 6b derived from 1,3,6-trimethyluracil (3a) and 3-pyrrolidinocrotonate (6a) undergo regioselective γ-1,4- and γ-1,2-additions respectively with α-oxoketene dithioacetals 7 to yield the corresponding quinazolines and amino substituted aromatic compounds after subsequent cycloaromatization.
PHOTOCYCLOADDITION OF 6-CHLORO-1,3-DIMETHYLURACIL TO ALKENES: SYNTHESIS OF 1,2-DIHYDROCYCLOBUTAPYRIMIDINE-4,6(3H,5H)-DIONES
Kaneko, Chikara,Shimomura, Naoyuki
, p. 2571 - 2574 (2007/10/02)
The acetone-sensitized photocycloaddition of 6-chloro-1,3-dimethyluracil to alkenes affords directly 1,2-dihydrocyclobutapyrimidine-4,6(3H,5H)-diones via 1-chloro-2,4-dimethyl-2,4-diazabicycloocta-3,5-diones.
