124151-36-6

Basic information

• Product Name: 5-O-benzyl-1,2,3-tri-O-acetyl-α-D-ribofuranoside
• CAS NO: 124151-36-6
• Molecular Weight: 366.368
• Mol File: 124151-36-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 5-O-benzyl-1,2,3-tri-O-acetyl-α-D-ribofuranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 5-O-benzyl-1,2,3-tri-O-acetyl-α-D-ribofuranoside(124151-36-6)
• EPA Substance Registry System: 5-O-benzyl-1,2,3-tri-O-acetyl-α-D-ribofuranoside(124151-36-6)

Safety Data

• Hazardous Substances Data: 124151-36-6(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 55735-86-9 3,5-O-dibenzyloxy-1,2-O-isorpopylidene-α-D-ribofuranose 
• 100-39-0 benzyl bromide 
• 4099-85-8 ((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol 
• 33019-63-5 (2R,3R,4R,5R)-2-benzyloxymethyl-3,4-isopropylidenedioxy-5-methoxytetrahydrofuran 
• 23568-35-6 5-O-benzyl-D-ribofuranose 

Downstream Products

• 118964-45-7 Diisopropyl-phosphoramidous acid (2R,3R,4R)-4-benzyloxy-2-benzyloxymethyl-5-{(2S,3R,4R)-2,3,4-tris-benzyloxy-5-[(4-methoxy-phenyl)-diphenyl-methoxy]-pentyloxy}-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester 
• 118964-46-8 2,5-di-O-benzyl-3-O-levulinyl-β-ribofuranosyl 2,3,4-tri-O-benzyl-5-O-monomethoxytrityl-D-ribitol 
• 118964-44-6 2,5-di-O-benzyl-β-D-ribofuranosyl 2,3,4-tri-O-benzyl-5-O-monomethoxytrityl-D-ribitol 
• 118964-47-9 2,5-di-O-benzyl-3-O-levulinyl-β-ribofuranosyl 2,3,4-tri-O-benzyl-D-ribitol 
• 118964-42-4 5-O-Allyl-1-O-(3-O-allyl-2,5-di-O-benzyl-β-D-ribofuranosyl)-2,3,4-tri-O-benzyl-D-ribitol 
• 118964-41-3 1-O-(2-O-Acetyl-3-O-allyl-5-O-benzyl-β-D-ribofuranosyl)-5-O-allyl-2,3,4-tri-O-benzyl-D-ribitol 
• 118964-52-6 (2R,3R,4S,5R)-4-Allyloxy-2-((2S,3R,4R)-5-allyloxy-2,3,4-tris-benzyloxy-pentyloxy)-5-benzyloxymethyl-tetrahydro-furan-3-ol 
• 118964-43-5 1-O-(2,5-Di-O-benzyl-β-D-ribofuranosyl)-2,3,4-tri-O-benzyl-D-ribitol 
• 118964-39-9 Acetic acid (3aR,5R,6R,6aR)-5-benzyloxymethyl-2-methoxy-2-methyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester 
• 124151-37-7 Acetic acid (3R,4R,5R)-4-allyloxy-5-benzyloxymethyl-2-chloro-tetrahydro-furan-3-yl ester 
• 118964-40-2 (3aR,5R,6R,6aR)-6-Allyloxy-5-benzyloxymethyl-2-methoxy-2-methyl-tetrahydro-furo[2,3-d][1,3]dioxole 
• 118964-38-8 Acetic acid (2R,3R,4R)-4-acetoxy-2-benzyloxymethyl-5-chloro-tetrahydro-furan-3-yl ester 

Relevant articles and documents

Synthesis of benzimidazole nucleosides and their anticancer activity

An efficient route for the synthesis of benzimidazole nucleosides 1–8 from readily available D-glucose via 3,5-dihydroxy-1,2-O-isopropylidene-α-D-ribofuranose and 3-azido-3-deoxy-1,2-O-isopropylidene-α-D-xylofuranose intermediates has been adopted. Ribofuranosyl nucleosides 1–4 with different benzimidazole bases, and 3?-deoxy-3?-azido-ribofuranosyl nucleosides 5–8, as another series, were obtained. All these newly synthesized analogs were evaluated for anticancer activity using MDA-MB-231 cell line. Among the differently substituted derivatives, 3?-azide substituted nucleosides (5–8) are more potent compared to ribofuranosyl analogs 1–4. The C-3?-azido analog 8 having anthryl group at 2-position of nucleobase show almost similar potency as that of standard etoposide.

EFFICIENT EPIMERIZATION IN THE ACETOLYSIS OF 3-O-ACETYL-5-O-BENZOYL-1,2-O-ISOPROPYLIDENE-3-C-METHYL-α-D-RIBOFURANOSE. SYNTHESIS OF 3'-C-METHYLNUCLEOSIDES WITH β-D-RIBO- AND α-D-ARABINO-CONFIGURATIONS

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