23202-83-7

Basic information

• Product Name: 5-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranose
• CAS NO: 23202-83-7
• Molecular Weight: 280.321
• Mol File: 23202-83-7.mol
• Article Data: 23

Chemical Properties

• CAS DataBase Reference: 5-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranose(CAS DataBase Reference)
• NIST Chemistry Reference: 5-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranose(23202-83-7)
• EPA Substance Registry System: 5-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranose(23202-83-7)

Safety Data

• Hazardous Substances Data: 23202-83-7(Hazardous Substances Data)

Upstream product

• 20881-04-3 1,2:3,5-di-O-isopropylidene-D-xylofuranose 
• 100-52-7 benzaldehyde 
• 78038-31-0 Methyl 5-O-benzyl-α,β-D-ribofuranoside 
• 77-76-9 2,2-dimethoxy-propane 
• 189151-47-1 methyl 3-O-allyl-5-O-benzyl-β-D-ribofuranoside 
• 33746-39-3 3-O-allyl-1,2:5,6-di-O-isopropylidene-α-D-allofuranose 
• 205191-96-4 3-O-allyl-5-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranose 
• 156742-37-9 (R)-1-[(3aR,5R,6R,6aR)-6-(allyloxy)-tetrahydro-2,2-dimethylfuro[2,3-d][1,3]dioxol-5-yl]ethane-1,2-diol 
• 158895-35-3 3-O-Allyl-1,2-O-isopropylidene-α-D-ribofuranose 
• 14686-89-6 (1,2:5,6)-di-O-isopropylidene-D-gulose 
• 100-39-0 benzyl bromide 
• 20031-21-4 1,2-O-isopropylidene-α-D-xylose 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 23202-83-7 5-benzyl-1,2-O-isopropylidene-α-D-xylofuranose 

Downstream Products

• 197644-82-9 (2S,3S)-5-O-benzyl-3-O-[2',6'-di-O-benzyl-3',4'-di-O-(2,3-dimethoxybutane-2,3-diyl)-α-D-glucopyranosyl]-1,2-O-isopropylidene-α-D-ribofuranoside 
• 264230-05-9 3-O-(3',4'-di-O-acetyl-2',6'-di-O-benzyl-α-D-glucopyranosyl)-5-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranoside 
• 307980-34-3 2-Bromo-propionic acid (3aR,5R,6S,6aR)-5-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester 
• 669015-54-7 ((3aR,5R,6R,6aR)-5-Benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy)-tert-butyl-dimethyl-silane 
• 2592-42-9 5-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranose 
• 669015-55-8 [2-((3aR,5R,6R,6aR)-6-Hydroxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethyl]-phosphonic acid dibenzyl ester 
• 669015-56-9 [2-((3aR,5R,6R,6aR)-6-Hydroxy-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethyl]-phosphonic acid dibenzyl ester 
• 669015-59-2 (3R,4R)-dibenzyl-3-formyloxy-4-methyl-O-benzyl-5-oxopentylphosphonate 
• 669015-57-0 1,2-O-isopropylidene-3-C-methyl-O-benzyl-5,6-deoxy-6-dibenzylphosphono-α-D-allofuranose 
• 568579-46-4 (R)-4-Bromo-octanoic acid (3aR,5R,6S,6aR)-5-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester 
• 197644-83-0 1,2-di-O-acetyl-3-O-(3',4'-di-O-acetyl-2',6'-di-O-benzyl-α-D-glucopyranosyl)-5-O-benzyl-α/β-D-ribofuranoside 
• 305839-29-6 {3-[(2R,3R,4S,5R)-4-((2R,3R,4S,5S,6R)-3-Benzyloxy-6-benzyloxymethyl-4,5-dihydroxy-tetrahydro-pyran-2-yloxy)-5-benzyloxymethyl-3-hydroxy-tetrahydro-furan-2-yloxy]-propyl}-carbamic acid benzyl ester 
• 305839-25-2 1-((3-benzyloxycarbonylamino)-propyl)-2-O-acetyl-5-O-benzyl-3-O-(3',4'-di-O-acetyl-2',6'-di-O-benzyl-α-D-glucopyranosyl)-β-D-ribofuranoside 
• 34311-63-2 5-O-benzyl-3-oxo-1,2-O-isopropylidene-α-D-xylofuranose 

Relevant articles and documents

NOVEL STING AGONISTS

The present invention provides compounds of Formula I′: wherein , W, X, Y, Z, Z1, Z2, R1, R2, R3, R4 and R5 are as defined herein, or a stereoisomer, tautomer, pharmaceutically acceptable salt, prodrug ester or solvate form thereof, wherein all of the variables are as defined herein. These compounds are effective at modulating the STING protein and thus can be used as medicaments for treating or preventing disorders affected by the agonism of STING.

High 1,3-trans stereoselectivity in nucleophilic substitution at the anomeric position and β-fragmentation of the primary alkoxyl radical in 3-amino-3-deoxy-ribofuranose derivatives: Application to the synthesis of 2- epi -(-)-jaspine B

The high inverse stereoselectivity in the nucleophilic substitution at the anomeric position of 3-amino-3-deoxy-ribofuranose derivatives is reported. This unprecedented stereoselectivity is explained in terms of preferential nucleophilic attack on the "inside face" of the respective five-membered ring oxocarbenium ion that orients pseudoequatorially to the benzylamine group placed at the C-3 position. In addition, an unusual β-fragmentation of a primary alkoxyl radical generated from its corresponding N-phthalimide derivative was achieved, and thus taking advantages of both reactions, the total synthesis of 2-epi-(-)-jaspine B was completed.

HSCN condensation with ulosides: preferred formation of carbohydrate-fused hemiaminals of the 4-hydroxy-1,3-oxazolidine-2-thione type

Selected ulofuranosides and ulopyranosides react with thiocyanic acid to give good yields of stable carbohydrate-fused hemiaminal 1,3-oxazolidine-2-thiones.