Synthesis of 1-(β-D-ribofuranosyl)indol-3-acetic acid
✍ Scribed by Chung K. Chu; Jungjin Suh; Horace G. Cutler
- Book ID
- 112128427
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 1986
- Tongue
- English
- Weight
- 285 KB
- Volume
- 23
- Category
- Article
- ISSN
- 0022-152X
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📜 SIMILAR VOLUMES
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.
## Abstract An efficient, operationally simple synthetic approach to 1‐__O‐([carbonyl__‐^13^C]‐indole‐3′‐ylacetyl)‐β‐D‐glucopyranose is described. The synthesis was carried out by fusing a fully benzylated 1‐__O__‐glucosylpseudourea intermediate with [__carbonyl__‐^13^C]‐indole‐3‐acetic acid, follo