1-O-Acetyl-2,3,5-Tri-O-benzoyl-beta-D-Ribofuranose

Name: 1-O-Acetyl-2,3,5-Tri-O-benzoyl-beta-D-Ribofuranose
Brand: ChemScene
Availability: InStock
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CAS No. 6974-32-9
Cat. No. CS-W007928
Purity≥98%
MDL No.MFCD00005357

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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1-O-Acetyl-2,3,5-Tri-O-benzoyl-beta-D-Ribofuranose|CS-W007928

Structure of 6974-32-9

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Description

1-O-Acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose serves as a key glycosyl donor in carbohydrate synthesis, featuring a protected ribose scaffold with orthogonal functional groups. The acetyl and benzoyl esters enable selective deprotection, while the β-configured anomeric center ensures stereospecific coupling. This derivative exhibits enhanced stability under standard conditions, facilitating reliable glycosylation reactions in complex oligosaccharide assembly.

Application

1-O-Acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose serves as a versatile nucleoside precursor, enabling efficient glycosylation reactions in the synthesis of antiviral and anticancer ribonucleoside analogs. Its protected hydroxyl groups exhibit high regioselectivity and stability under standard coupling conditions, facilitating clean assembly of complex sugar moieties. The acetyl and benzoyl protections provide excellent functional group tolerance and simplify purification, making it well-suited for bench-scale synthesis and process development.

General Information

CAS No. 6974-32-9
Cat. No. CS-W007928
Purity ≥98%
MDL No. MFCD00005357
Storage 4°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₈H₂₄O₉
Molecular Weight 504.48
Synonym(s) None
SMILES O=C(C1=CC=CC=C1)O[C@H]2[C@H]([C@@H](O[C@@H]2COC(C3=CC=CC=C3)=O)OC(C)=O)OC(C4=CC=CC=C4)=O

Computational Chemistry Data

TPSA 114.43
LogP 3.5826
H_Acceptors 9
H_Donors 0
Rotatable_Bonds 8

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Bioactive Molecules Dye and Bio-assay Reagents

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Nucleosides & Nucleotides Nucleosides, Deoxyribonucleosides and Other Nucleosides

Life Science Carbohydrates

Chemical Biology Glycoscience Monosaccharides Riboses

Chemical Biology Glycoscience Glyco Building Blocks Protected Sugars

Chemical Biology Pharmaceutical Development and Drug Discovery Research Conjugation Chemistry/Click Chemistry Aldehyde Reactive Fluorophores and Labels

Chemical Biology Pharmaceutical Development and Drug Discovery Research Nucleic Acid Chemistry Riboses, 2'-Deoxyriboses

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Nucleic Acid Chemistry Riboses, 2'-Deoxyriboses

Chemical Biology Nucleic Acid Chemistry Riboses, 2'-Deoxyriboses

Biochemistry Biochemicals and Reagents Nucleosides, Nucleotides, Oligonucleotides Nucleobases and their Analogs

Biochemistry Biochemicals and Reagents Nucleosides, Nucleotides, Oligonucleotides Nucleoside Analogs

Biochemistry Biochemicals and Reagents Nucleosides, Nucleotides, Oligonucleotides Nucleosides

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1-O-Acetyl-2,3,5-Tri-O-benzoyl-beta-D-Ribofuranose

CAS No. 6974-32-9

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