A new sugar, methyl 5-O-benzoyl-2,3-dideoxy-2,3-difluoro-D-lyxofuranoside (8), which features fluorine substituents on adjacent carbon positions above the plane of the tetrahydrofuran ring, was synthesized from 1,2: 5,6-di-O-isopropylidine-alpha-D-allofuranose in seven steps and 22% overall yield. D
The synthesis of methyl 5-O-benzoyl-2,3-dideoxy-β-D-glycero-pentofuranoside. Part IV. (Methyl 5-O-benzoyl-2,3-dideoxy-β-D-ribofuranoside)
✍ Scribed by Jean Hildesheim; Janine Cléophax; Stephan D. Géro
- Publisher
- Elsevier Science
- Year
- 1967
- Tongue
- French
- Weight
- 197 KB
- Volume
- 8
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
📜 SIMILAR VOLUMES
D-Ribose was converted into methyl 5-O-benzyl-beta-D-ribofuranoside and this, on tin-mediated allylation, gave a mixture of the 2-O-allyl and 3-O-allyl derivatives which were separated by chromatography. The more polar isomer was characterised as the 3-O-allyl derivative after conversion via 3-O-all
## Abstract A new simple 3‐step synthesis of 1‐O‐acetyl‐2,3,5‐tri‐O‐benzoyl‐β‐Dribofuranoside is described. D‐Ribose is methylated to 1‐O‐methylribofuranoside and the latter benzoylated to 1‐O‐methyl‐2,3,5‐tri‐O‐benzoyl‐D‐ribofuranoside. Acetolysis with a mixture of acetic acid, acetic anhydride an
The title compound (21) was synthesized from cellobiose as a synthon of a heparin-related oligosaccharide. The per-0-benzyl and per-0-benzoyl derivatives of 1 ,6-anhydro-4-0-(6-deoxy-B-D-~~~lo-hex-5-enopyranosyl)-~-~-glucopyranose were treated with a nonsolvated borane to give a 1 :2 mixture of the