55775-39-8

Basic information

• Product Name: Methyl 3,5-di-O-benzyl-D-ribofuranoside
• Synonyms: (3R,4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxytetrahydrofuran-3-ol
• CAS NO: 55775-39-8
• Molecular Formula: C₂₀H₂₄O₅
• Molecular Weight: 344.40156
• Mol File: 55775-39-8.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 497.0±45.0 °C(Predicted)
• Appearance: /
• Density: 1.20±0.1 g/cm3(Predicted)
• PKA: 13.01±0.70(Predicted)
• CAS DataBase Reference: Methyl 3,5-di-O-benzyl-D-ribofuranoside(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 3,5-di-O-benzyl-D-ribofuranoside(55775-39-8)
• EPA Substance Registry System: Methyl 3,5-di-O-benzyl-D-ribofuranoside(55775-39-8)

Safety Data

• Hazardous Substances Data: 55775-39-8(Hazardous Substances Data)

Usage

Description

Methyl 3,5-di-O-benzyl-D-ribofuranoside is a chemical compound that features a methyl group and two benzyl groups attached to a D-ribofuranose sugar molecule. It serves as a versatile building block in organic synthesis and holds promise for applications in medicinal chemistry.

Uses

Used in Pharmaceutical Industry:
Methyl 3,5-di-O-benzyl-D-ribofuranoside is used as a precursor in the synthesis of nucleosides and nucleotides, which are crucial for drug development. Its role in creating these biologically significant molecules makes it an important component in the advancement of new pharmaceuticals.
Used in Biotechnology Industry:
Methyl 3,5-di-O-benzyl-D-ribofuranoside also has utility in the field of carbohydrate chemistry, where it functions as a chiral building block. It is instrumental in the construction of complex natural and unnatural carbohydrate derivatives, which can be vital for research and development in biotechnology.
Used in Organic Synthesis:
Methyl 3,5-di-O-benzyl-D-ribofuranoside is utilized as a fundamental component in organic synthesis, contributing to the creation of a variety of chemical structures that can be applied across different industries. Its versatility in synthesis makes it a valuable asset in the development of new chemical entities.

Upstream product

• 55735-86-9 3,5-O-dibenzyloxy-1,2-O-isorpopylidene-α-D-ribofuranose 
• 532-20-7 D-xylofuranose 
• 37077-81-9 1,2-isopropylidene-α-D-ribofuranose 
• 100-39-0 benzyl bromide 
• 75-36-5 acetyl chloride 
• 103931-45-9 5-O-(tert-butyldimethylsilyl)-1,2-O-isopropylidene-α-D-erythro-pentofuranos-3-ulose 
• 20031-21-4 1,2-O-isopropylidene-α-D-xylose 
• 85951-12-8 1,2-O-isopropylidene-5-O-(tert-butyl)dimethylsilyl-α-D-xylofuranoside 
• 196868-07-2 1,2-O-isopropylidene-5-O-(tert-butyl)dimethylsilyl-α-D-ribofuranoside 

Downstream Products

• 76832-96-7 Methyl 3,5-Di-O-benzyl-2-O-(trifluoromethanesulfonyl)-β-D-ribofuranoside 
• 76832-95-6 Methyl 3,5-Di-O-benzyl-2-O-(trifluoromethanesulfonyl)-α-D-ribofuranoside 
• 138679-69-3 1,4-anhydro-3,5-di-O-benzyl-D-ribitol 
• 380883-53-4 3,5-di-O-benzyl-1-O-methyl-β-D-[2-2H1]arabinofuranose 
• 380883-52-3 methyl 3,5-di-O-benzyl-2-O-(4-methylbenzoyl)-β-D-[2-2H1]arabinofuranoside 
• 817204-32-3 (2R,3R,4R,5R)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-2-((benzoyloxy)methyl)-4-fluoro-4-methyltetrahydrofuran-3-yl benzoate 
• 817204-30-1 methyl 3,5-di-O-benzyl-2-deoxy-2-fluoro-2-C-methyl-β-D-ribofuranoside 
• 817204-29-8 methyl 3,5-di-O-benzyl-2-C-methyl-β-D-arabinofuranoside 
• 817204-31-2 methyl 3,5-di-O-benzoyl-2-deoxy-2-fluoro-2-C-methyl-β-D-ribofuranoside 
• 914912-73-5 1,3,5-tri-O-benzoyl-2-deoxy-2-fluoro-2-C-methyl-D-ribofuranose 
• 380883-56-7 3,5-di-O-benzyl-1-O-methyl-β-D-[2-2H]ribofuranose 
• 380883-55-6 3,5-di-O-benzyl-1-O-methyl-2-O-propanoyl-β-D-[2-2H1]ribofuranose 
• 380883-54-5 methyl 3,5-di-O-benzyl-2-O-(trifluoromethyl)sulfonyl-β-D-[2-2H1]arabinofuranoside 
• 380883-57-8 1-O-methyl-2,3,5-tris-O-(4-methylbenzoyl)-β-D-[2-2H1]ribofuranose 

Relevant articles and documents

Specific biotinylation of IMP dehydrogenase

IMP dehydrogenase (IMPDH) catalyzes a critical step in guanine nucleotide biosynthesis. IMPDH also has biological roles that are distinct from its enzymatic function. We report a biotin-linked reagent that selectively labels IMPDH and is released by dithiothreitol. This reagent will be invaluable in elucidating the moonlighting functions of IMPDH.