86883-41-2

Basic information

• Product Name: 2,3,5-tri-O-benzyl-α-D-ribofuranosyl fluoride
• Synonyms: 2,3,5-tri-O-benzyl-α-D-ribofuranosyl fluoride
• CAS NO: 86883-41-2
• Molecular Weight: 422.496
• Mol File: 86883-41-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2,3,5-tri-O-benzyl-α-D-ribofuranosyl fluoride(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,5-tri-O-benzyl-α-D-ribofuranosyl fluoride(86883-41-2)
• EPA Substance Registry System: 2,3,5-tri-O-benzyl-α-D-ribofuranosyl fluoride(86883-41-2)

Safety Data

• Hazardous Substances Data: 86883-41-2(Hazardous Substances Data)

Upstream product

• 96192-07-3 2,3,5-tri-O-benzyl-L-arabinofuranose 
• 58381-23-0 (3R,4R,5R)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)tetrahydrofuran-2-yl acetate 
• 89361-52-4 2,3,5-tris-O-(phenylmethyl)-β-D-ribofuranose 

Downstream Products

• 90524-75-7 1-(2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)propan-2-one 
• 90524-74-6 1-(2',3',5'-tri-O-benzyl-α-D-ribofuranosyl)propan-2-one 
• 98920-42-4 (2R,3R,4S,5S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-ethyl-tetrahydro-furan 
• 98920-41-3 (2R,3R,4S,5R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-ethyl-tetrahydro-furan 
• 86883-42-3 2,3,5-tris-O-(phenylmethyl)-β-D-ribofuranosyl fluoride 
• 110522-43-5 2',3',5'-tri-O-benzyl-α-D-uridine 
• 104218-43-1 2',3',5'-tri-O-benzyl-β-D-uridine 
• 86883-49-0 methyl 2,3,6-tri-O-benzyl-4-O-(2,3,5-tri-O-benzyl-α-D-ribofuranosyl)-α-D-glucopyranoside 
• 86883-50-3 methyl 2,3,6-tri-O-benzyl-4-O-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)-α-D-glucopyranoside 
• 86883-43-4 3-β-cholestanyl 2,3,5-tri-O-benzyl-α-D-ribofuranoside 
• 86883-44-5 3-β-cholestanyl 2,3,5-tri-O-benzyl-β-D-ribofuranoside 
• 79083-29-7 (2R,3R,4R,5S)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5-methoxytetrahydrofuran 
• 86883-47-8 methyl 2,3,4-tri-O-benzyl-6-O-(2,3,5-tri-O-benzyl-α-D-ribofuranosyl)-α-D-glucopyranoside 
• 86883-48-9 methyl 6-O-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)-2,3,4-tri-O-benzyl-α-D-glucopyranoside 

Relevant articles and documents

Synthesis of Glycosyl Fluorides by Photochemical Fluorination with Sulfur(VI) Hexafluoride

This study describes a new convenient method for the photocatalytic generation of glycosyl fluorides using sulfur(VI) hexafluoride as an inexpensive and safe fluorinating agent and 4,4′-dimethoxybenzophenone as a readily available organic photocatalyst. This mild method was employed to generate 16 different glycosyl fluorides, including the substrates with acid and base labile functionalities, in yields of 43%-97%, and it was applied in continuous flow to accomplish fluorination on an 7.7 g scale and 93% yield.

SIMPLE SYNTHESIS OF GLYCOSYL FLUORIDES

Treatment of 1-unprotected or -O-acetylated sugar derivatives with a hydrogen fluoride-pyridine mixture affords the corresponding 1-fluoro derivatives in high yields.