80795-53-5

Basic information

• Product Name: Methyl 3,5-di-O-benzyl-a-D-ribofuranoside
• Synonyms: Methyl 3,5-di-O-benzyl-a-D-ribofuranoside
• CAS NO: 80795-53-5
• Molecular Weight: 344.408
• EINECS: -0
• Mol File: 80795-53-5.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Methyl 3,5-di-O-benzyl-a-D-ribofuranoside(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 3,5-di-O-benzyl-a-D-ribofuranoside(80795-53-5)
• EPA Substance Registry System: Methyl 3,5-di-O-benzyl-a-D-ribofuranoside(80795-53-5)

Safety Data

• Hazardous Substances Data: 80795-53-5(Hazardous Substances Data)

Usage

Description

Methyl 3,5-di-O-benzyl-a-D-ribofuranoside is a chemical compound derived from ribofuranose, a component of ribonucleic acids (RNA) and other important biological molecules. It is synthesized by selectively protecting the 3and 5-hydroxyl groups of ribofuranose with benzyl groups and then methylating the remaining hydroxyl group. Its structure and reactivity make it a valuable building block for creating new compounds and understanding the role of ribofuranose in various biochemical processes.

Uses

Used in Organic Synthesis:
Methyl 3,5-di-O-benzyl-a-D-ribofuranoside is used as a building block for the synthesis of various organic compounds. Its selective protection and methylation allow for the controlled formation of complex molecules with potential applications in various industries.
Used in Medicinal Chemistry:
Methyl 3,5-di-O-benzyl-a-D-ribofuranoside is used as a key intermediate in the development of new pharmaceuticals. Its unique structure and reactivity enable the design and synthesis of novel drug candidates targeting specific biological pathways and diseases.
Used in the Study of Ribofuranose-Containing Molecules:
Methyl 3,5-di-O-benzyl-a-D-ribofuranoside is used as a research tool to investigate the structure and function of ribofuranose-containing molecules in biological systems. Its selective protection and modification provide insights into the role of ribofuranose in RNA and other biological molecules, contributing to a better understanding of their mechanisms of action and potential therapeutic applications.

Upstream product

• 532-20-7 D-Ribose 
• 79083-29-7 (2R,3R,4R,5S)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5-methoxytetrahydrofuran 
• 52485-92-4 methyl α-D-ribofuranoside 
• 100-44-7 benzyl chloride 
• 1824-96-0 methyl ribofuranoside 
• 64363-77-5 methyl 2,3,5-tri-O-benzyl-D-ribofuranoside 
• 75-24-1 trimethylaluminum 

Downstream Products

• 885592-69-8 (2S,4R,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxydihydrofuran-3(2H)-one 
• 1363735-81-2 2-[N-(4-methoxybenzyl)amino]-3-methyl-5-{2'-O-[2-(N,N-dibenzyl)aminoethyl]-3',5'-di-O-benzyl-β-D-ribofurano-1'-yl}pyridine 
• 1363735-83-4 2-amino-3-methyl-5-{2'-O-[2-(N,N-dibenzyl)aminoethyl]-3',5'-di-O-benzyl-β-D-ribofuranosyl}pyridine 
• 1363735-85-6 2-amino-3-methyl-5-{2'-O-[2-(N,N-dibenzyl)aminoethyl]-β-D-ribofuranosyl}pyridine 
• 1363735-66-3 methyl 2-O-(2-hydroxyethyl)-3,5-di-O-benzyl-α-D-ribofuranoside 
• 1363735-68-5 methyl 2-O-(2-phthalimidoethyl)-3,5-di-O-benzyl-α-D-ribofuranoside 
• 1363735-64-1 methyl 2-O-(methoxycarbonylmethyl)-3,5-di-O-benzyl-α-D-ribofuranoside 
• 1439900-71-6 (Z)-N-((2S,4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxydihydrofuran-3(2H)-ylidene)-2-methylpropane-2-sulfinamide 
• 1255860-34-4 (2S)-butyl-2-(((((4R,5R,7R,8R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-8-hydroxy-1,6-dioxa-spiro[3.4]octan-7-yl)-methoxy)(phenoxy)phosphoryl)amino)propanoate 
• 1403250-97-4 (2S)-isopropyl 2-(((((2R,3S,4R,5R)-4-amino-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3-hydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate 
• 1439900-80-7 (2S)-isopropyl 2-(((2R,3S,4R,5R)-4-((tert-butoxycarbonyl)amino)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-O-3-hydroxy-4-methyltetrahydrofuran-2-ylmethoxy)(phenoxy)-phosohoryl)amino)propanoate 
• 1439900-77-2 1-((2R,3R,4S,5R)-3-amino-4-(benzyloxy)-5-((benzyloxy)methyl)-3-methyltetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione 
• 1439900-76-1 N-((2R,3R,4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3-methyltetrahydrofuran-3-yl)-2,2,2-trifluoroacetamide 
• 1439900-73-8 N-((2S,3R,4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxy-3-methyltetrahydrofuran-3-yl)-2,2,2-trifluoroacetamide 

Relevant articles and documents

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2′-O-(2-Methoxyethyl)-5-(3-aminoprop-1-ynyl)-uridine phosphoramidite (MEPU) has been synthesized from d-ribose and 5-iodouracil and incorporated into triplex-forming oligonucleotides (TFOs) by automated solid-phase oligonucleotide synthesis. The TFOs gave very high triplex stability with their target duplexes as measured by ultraviolet/fluorescence melting and DNase I footprinting. The incorporation of MEPU into TFOs renders them resistant to degradation by serum nucleases.