𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Synthesis of 3-(β-D-ribofuranosyl)-2-fluoropyridine and 3-(β-D-ribofuranosyl)-pyridin-2-one

✍ Scribed by Jasenka Matulic-Adamic; Leonid Beigelman


Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
224 KB
Volume
38
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis


Pyridin-2-one C-nucleoside 13 was prepared in 7 steps from 2-fluoropyridine 1 and D-ribono-l,4-1actone 2. The successful approach to ~i-ribofuranosides 12 and 13 consisted of the reductive opening of the furanose ring of hemiacetal 3 followed by intramolecular Mitsunobu cyclization.


📜 SIMILAR VOLUMES


Synthesis of 3-(2-deoxy-β-d-ribofuranosy
✍ Masahide Ishikawa; Ichiro Hirao; Shigeyuki Yokoyama 📂 Article 📅 2000 🏛 Elsevier Science 🌐 French ⚖ 342 KB

An unnatural base pair, 2-amino-6-(N,N-dimethylamino)purine (denoted x) and pyridin-2-one (denoted y), was designed to prove the structural requirements for base pair formation involving shape complementarity. It was expected that y might satisfy the structural requirements for pairing with x, in wh

Synthesis of 5-(β-D-ribofuranosyl)-pyrid
✍ Jasenka Matulic-Adamic; Leonid Beigelman 📂 Article 📅 1997 🏛 Elsevier Science 🌐 French ⚖ 230 KB

Pyridin-2-one C-nucleoside 2 was prepared using several different approaches. The most efficient pathway utilized the condensation of 2,3,5-tri-O-benzyl-D-ribono-l,4lactone (4) and 2-(benzyloxy)-5-bromopyridine (5), followed by deoxygenation with Et3SiH/BF3.Et20 and removal of the benzyl protecting

Synthesis and Biological Evaluation of 2
✍ Pieter E. Joos; Eddy L. Esmans; Roger A. Dommisse; André De Bruyn; Jan M. Balzar 📂 Article 📅 1992 🏛 John Wiley and Sons 🌐 German ⚖ 549 KB

## Abstract A new protected 2‐deoxy‐D‐ribose derivative, 5‐__O__‐[(__tert__‐butyl)diphenylsilyl]‐2‐deoxy‐3,4‐__O__‐ isopropylidene‐__aldehydo__‐D‐ribose (5), was synthesized starting from 2‐deoxy‐D‐ribose. This compound was coupled with 2‐lithio‐4‐(4,5‐dihydro‐4,4‐dimethyloxazol‐2‐yl)pyridine givin