𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Towards stable di-carba analogues of guanofosfocins

✍ Scribed by Jan Duchek; Mu-Hua Huang; Andrea Vasella

Book ID
104099008
Publisher
Elsevier Science
Year
2011
Tongue
French
Weight
406 KB
Volume
52
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis

Guanofosfocins are strong inhibitors of chitin synthases, but also very prone to hydrolytic cleavage. Two advanced intermediates 15 and 20 for the synthesis of stable di-carba-guanofosfocins were prepared via ester 11. Acylation of the allylic C-glycoside 6 with riburonic acid chloride 10 afforded ester 11 in 79% yield. This ester was converted to 15 in four steps and in 54% yield and to 20 in eight steps and in 20% yield.

📜 SIMILAR VOLUMES

Preparation of an Advanced Intermediate
Preparation of an Advanced Intermediate for the Synthesis of Stable Analogues of Guanofosfocin
✍ Tesmol G. George; Peter Szolcsányi; Stefan G. Koenig; Duncan E. Paterson; Yoshia 📂 Article 📅 2004 🏛 John Wiley and Sons 🌐 German ⚖ 187 KB

## Abstract The synthesis of __C__‐mannosyl‐guanosine **23**, an advanced intermediate for the preparation of stable analogues of guanofosfocin, is described. This convergent approach features an improved __Traube__‐type synthesis of a 8‐substituted guanine, followed by ribosylation. NMR Studies sh

Synthesis of Stable Analogues of Thiamin
Synthesis of Stable Analogues of Thiamine Di- and Triphosphate as Tools for Probing a New Phosphorylation Pathway
✍ Emmanuel Klein; Hoàng-Oanh Nghiêm; Alain Valleix; Charles Mioskowski; Luc Lebeau 📂 Article 📅 2002 🏛 John Wiley and Sons 🌐 English ⚖ 149 KB

Thiamine (vitamin B1) is an essential nutritional factor metabolized inside the body in its mono-, di-, and triphosphate forms. Although the action of thiamine and thiamine diphosphate have been intensely investigated, many questions remain unanswered and the role of thiamine triphosphate is still e