32061-16-8Relevant articles and documents
Efficient synthesis of α-branched purine-based acyclic nucleosides: Scopes and limitations of the method
Dra?ínsky, Martin,Frydrych, Jan,Janeba, Zlatko,Slavětínská, Lenka Po?tová
, (2020/10/02)
An efficient route to acylated acyclic nucleosides containing a branched hemiaminal ether moiety is reported via three-component alkylation of N-heterocycle (purine nucleobase) with acetal (cyclic or acyclic, variously branched) and anhydride (preferentially acetic anhydride). The procedure employs cheap and easily available acetals, acetic anhydride, and trimethylsilyl trifluoromethanesulfonate (TMSOTf). The multi-component reaction is carried out in acetonitrile at room temperature for 15 min and provides moderate to high yields (up to 88%) of diverse acyclonucleosides branched at the aliphatic side chain. The procedure exhibits a broad substrate scope of N-heterocycles and acetals, and, in the case of purine derivatives, also excellent regioselectivity, giving almost exclusively N-9 isomers.
Solid-liquid phase transfer catalysis III: synthesis of azido acyclic nucleosides of pyrimidine
Lazrek, Hassan B.,Taourirte, Moha,Barascut, Jean-L.,Imbach, Jean-L.
, p. 19 - 24 (2007/10/03)
A series of novel azido acyclic nucleosides of pyrimidine derivatives were prepared using solid-liquid phase transfer catalysis (S.L.P.T.C) and tested as anti-HIV agents in cell assay.
ASYMMETRIC SYNTHESIS OF D-erythro-SPHINGOSINE
Groth, Ulrich,Schoellkopf, Ulrich,Tiller, Thomas
, p. 2835 - 2842 (2007/10/02)
D-erythro-Sphingosine 9 is a building block of cerebrosides and glycosphingolipids and was synthesized in 5 steps via an asymmetric aldol addition of the lithiated bislactim ether of cyclo-(L-Val-Gly) 4 to (2E)-hexadecenal (3) in an overall yield of 21percent.