93836-22-7

Basic information

• Product Name: 4,7-anhydro-5,6,8-tri-O-benzyl-1,2,3-trideoxy-D-altro-oct-1-enitol
• Synonyms: 4,7-anhydro-5,6,8-tri-O-benzyl-1,2,3-trideoxy-D-altro-oct-1-enitol
• CAS NO: 93836-22-7
• Molecular Weight: 444.571
• Mol File: 93836-22-7.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 4,7-anhydro-5,6,8-tri-O-benzyl-1,2,3-trideoxy-D-altro-oct-1-enitol(CAS DataBase Reference)
• NIST Chemistry Reference: 4,7-anhydro-5,6,8-tri-O-benzyl-1,2,3-trideoxy-D-altro-oct-1-enitol(93836-22-7)
• EPA Substance Registry System: 4,7-anhydro-5,6,8-tri-O-benzyl-1,2,3-trideoxy-D-altro-oct-1-enitol(93836-22-7)

Safety Data

• Hazardous Substances Data: 93836-22-7(Hazardous Substances Data)

Upstream product

• 86883-42-3 2,3,5-tris-O-(phenylmethyl)-β-D-ribofuranosyl fluoride 
• 762-72-1 allyl-trimethyl-silane 
• 64363-77-5 methyl 2,3,5-tri-O-benzyl-D-ribofuranoside 
• 64363-77-5 methyl 2,3,5-tri-O-benzyl-β-D-ribofuranoside 
• 72824-04-5 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 53317-08-1 9-allyl-9-bora-bicyclo[3.3.1]nonane 
• 100-39-0 benzyl bromide 
• 83476-40-8 4,7-anhydro-1,2,3-trideoxy-D-altro-oct-1-enitol 
• 89361-52-4 2,3,5-tris-O-(phenylmethyl)-β-D-ribofuranose 
• 91110-24-6 Acetic acid (2S,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl ester 

Downstream Products

• 900502-97-8 (2R,3R,3aS,5R,6aR)-3-Benzyloxy-2-benzyloxymethyl-5-methyl-hexahydro-furo[3,2-b]furan 
• 1021954-68-6 C₂₈H₃₀O₅ 
• 115029-81-7 1-(2,3,5-tri-O-benzoyl-α-D-ribofuranosyl)propane 
• 847392-60-3 1-benzyloxy-2-C-(2,3,4-tri-O-benzyl-5-thio-β-D-ribopyranosyl)ethane 
• 847392-49-8 3-C-(5-S-acetyl-2,3-di-O-benzyl-α-D-ribofuranosyl)propene 
• 847392-51-2 2-C-(5-S-acetyl-2,3-di-O-benzyl-α-D-ribofuranosyl)acetaldehyde 
• 847392-58-9 2-C-(2,3-di-O-benzyl-5-thio-β-D-ribopyranosyl)ethanol 
• 842130-93-2 ((2R,3R,4S,5R)-5-Allyl-3,4-bis-benzyloxy-tetrahydro-furan-2-yl)-methanol 
• 847392-53-4 2-C-(2,3-di-O-benzyl-5-thio-β-D-ribopyranosyl)acetaldehyde 
• 842130-92-1 3-C-(5-O-acetyl-2,3-di-O-benzyl-α-D-ribofuranosyl)propene 

Relevant articles and documents

Mild cu(Otf)2-mediated C-glycosylation with chelation-assisted picolinate as a leaving group

C-Glycosylation reactions of glycosyl picolinates with allyltrimethylsilane or silyl enol ethers were developed. Picolinate as a chelation-assisted leaving group could be activated by Cu(OTf)2 and avoided the use of harsh Lewis acids. The glycosylations were operated under mild neutral conditions and gave the corresponding C-glycosides in up to 95% yield with moderate to excellent stereoselectivities.

Stereocontrolled photocyclization of 1,2-diketones: Application of a 1,3-acetyl group transfer methodology to carbohydrates

(Chemical Equation Presented) Photolysis of 1-glycosyl-2,3-butanodione derivatives using visible light is a mild and selective procedure for the synthesis of chiral 1-hydroxy-1-methyl-5-oxaspiro[3.5]nonan-2-one carbohydrate derivatives. The results strongly suggest that stereocontrol of the cyclization is dependent on conformational and stereoelectronic factors. Further oxidative opening of the 1-hydroxy-1-methyl-2-cyclobutanone moiety affords new C-ketoside derivatives either in C- and O-glycoside series. This tandem two-step process could be considered to be a stereocontrol led 1,3-transference of an acetyl group, and it can be applied either to pyranose and furanose models.

Scandium(III) perchlorate (Sc(ClO4)3). A novel catalyst in the α-C- and N-glycosylation reactions

In the presence of a catalytic amount of scandium(III) perchlorate (Sc(ClO4)3), 1-O-acetyl-2,3,5-tri-O-benzyl-β-D-ribofuranose reacted with trimethylsilylated nucleophiles to afford the corresponding α-D-ribofuranosides in high yield