142688-40-2Relevant academic research and scientific papers
Nucleosides and nucleotides. 124. Chemical reactivity of the sugar moiety of 2'-deoxy-2'-methylidene pyrimidine nucleosides: Synthesis of 3'-amino-2',3'-dideoxy-2'-methylidene pyrimidine nucleosides via [2,3]-sigmatropic rearrangement of allylic selenides
Hassan,Shuto,Matsuda
, p. 689 - 700 (2007/10/02)
Nucleophilic substitution reactions of an allyl alcohol system in the 2'-deoxy-2'-methylidene pyrimidine nucleosides with various nucleophiles were investigated. The allyl alcohol system reacted with softer nucleophiles such as azide, thiophenoxide, and i
Synthesis of branched nucleosides closely related to AZT, involving SN2′ opening of anhydronucleosides
Czernecki, Stanislas,Ezzitouni, Abdallah
, p. 315 - 318 (2007/10/02)
Three 2′,3′-unsaturated pyrimidine nucleosides, bearing an azido-methyl group at 2′ or 3′ were synthesized as potential anti-HIV agents. The key step involves an SN2′ opening of 2,2′ or 2,3′-anhydronucleosides by azide ion.
NUCLEOSIDES AND NUCLEOTIDES. 110. -SIGMATROPIC REARRANGEMENT OF THE ALLYLIC SELENIDES TO ALLYLIC AMINES IN SUGAR MOIETY OF PYRIMIDINE NUCLEOSIDES: SYNTHESIS OF 3'-AMINO-2',3'-DIDEOXY-2'-METHYLIDENECYTIDINE
Hassan, Abdalla Alsyed A.,Matsuda, Akira
, p. 657 - 661 (2007/10/02)
An allylic alcohol system in 2'-deoxy-2'-methylideneuridine derivative (4) was converted into the allylic selenide, 2',3'-didehydro-2',3'-dideoxy-2'-phenylselenomethyl derivative (11), which was treated with NCS and tert-butyl carbamate to afford a -
