𝔖 Bobbio Scriptorium
✦   LIBER   ✦

A simple one pot synthesis of 1-(s-triazolo[4,3-x]azinyl-3)-substituted polyols

✍ Scribed by Jury Svete; Ljubo Golič; Branko Stanovnik

Book ID
102346260
Publisher
Journal of Heterocyclic Chemistry
Year
1997
Tongue
English
Weight
418 KB
Volume
34
Category
Article
ISSN
0022-152X

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

Open‐chain C‐nucleosides, 1‐(s‐triazolo[4,3‐x]azinyl‐3)polyols 13–18 were prepared by one‐pot synthesis from hydrazinoazines 20a,c and various D‐aldoses 1–6. No protective groups were required for these transformations. 1‐(s‐Triazolo[4,3‐b]pyridazinyl‐3)‐D‐xylo‐tetritol (15a) was isolated and characterised in the form of its 4‐O‐triphenylmethyl derivative 19. Reaction of hydrazinopyridazines 20a,b with methyl 2,3‐di‐O‐acetyl‐L‐threuronate (22), followed by treatment with bromine, gave the corresponding (2__R__,3__S__)‐2,3‐diacetoxy‐3‐(s‐triazolo[4,3‐b]pyridazinyl‐3)propanoic acid methyl esters 24a,b. Acetonisation of 1‐(6‐chloro‐s‐triazolo[4,3‐b]pyridazinyl‐3)‐D‐gluco‐pentitol (17a) gave a mixture of isomeric bis‐acetonides 25 and 26, while acetonisation of 1‐(6‐chloro‐s‐triazolo[4,3‐b]pyridazinyl‐3)‐D‐manno‐pentitol (18a) gave acetonide 27 as a single isomer.

📜 SIMILAR VOLUMES

ChemInform Abstract: A Simple One-Pot Sy
ChemInform Abstract: A Simple One-Pot Synthesis of 1-(s-Triazolo[4,3-x]azinyl-3)substituted Polyols.
✍ J. SVETE; L. GOLIC; B. STANOVNIK 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 34 KB 👁 2 views

A Simple One-Pot Synthesis of azinyl-3)substituted Polyols. -Title compounds, e.g. (III) and (XI) are prepared either in a one-pot approach or via the corresponding hydrazones such as (X). The reaction is carried out with various aldoses. Acetonization of the open-chain nucleoside (III) yields the

Synthesis of 4- and 5-(s-triazolo[4,3-b]
Synthesis of 4- and 5-(s-triazolo[4,3-b]pyridazinyl-3)-substituted cyclic polyols
✍ Cvetka Turk; Jury Svete; Amalija Golobič; Ljubo Golič; Branko Stanovnik 📂 Article 📅 1998 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 391 KB

## Abstract 4(__R__)‐(6‐Chloro‐__s__‐triazolo[4,3‐__b__]pyridazinyl‐3)‐1,4‐furanoses 10 and 11, 5(__R__)‐(6‐chloro‐__s__‐triazolo[4,3‐__b__]pyridazinyl‐3)‐1,5‐pyranose 13, and 2(__S__),3(__R__)‐dihydro‐5‐(6‐chloro‐__s__‐triazolo[4,3‐__b__]pyridazinyl‐3)‐2,3‐__O__‐isopropylidenefuran (12) were prepa