Synthesis and Biological Activity of 5-Fluorotubercidin was written by Wang, Xiaojing;Seth, Punit P.;Ranken, Ray;Swayze, Eric E.;Migawa, Michael T.. And the article was included in Nucleosides, Nucleotides & Nucleic Acids in 2004.Category: tetrahydrofurans The following contents are mentioned in the article:
The electrophilic fluorination of 4-chloro-7H-pyrrolo[2,3-d]pyrimidine was studied culminating a 59% conversion to 4-chloro-5-fluoro-7H-pyrrolo[2,3-d]-pyrimidine (I) using Selectfluor. This transformation proceeded via the 4-chloro-5,6-dihydro-5-fluoro-6-hydroxy-7H-pyrrolo[2,3-d]pyrimidine (II) in a 9:1 trans:cis ratio. Trans-II was studied by 1H NMR and 19F NMR, and the 5-H tautomer was observed as another intermediate. A modified Vorbruggen procedure of I and 1-O-acetyl-2,3,5-tri-O-benzoyl-β-
(2R,3R,4S,5R)-2-(4-Amino-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol (cas: 24386-93-4) belongs to tetrahydrofuran derivatives. Tetrahydrofuran (THF) is a Lewis base that bonds to a variety of Lewis acids such as I2, phenols, triethylaluminum and bis(hexafluoroacetylacetonato)copper(II). Commercial tetrahydrofuran contains substantial water that must be removed for sensitive operations, e.g. those involving organometallic compounds. Although tetrahydrofuran is traditionally dried by distillation from an aggressive desiccant, molecular sieves are superior.Category: tetrahydrofurans
Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem