55735-86-9

Basic information

• Product Name: α-D-Ribofuranose, 1,2-O-(1-methylethylidene)-3,5-bis- O-(phenylmethyl)-
• Synonyms: α-D-Ribofuranose, 1,2-O-(1-methylethylidene)-3,5-bis- O-(phenylmethyl)-;3,5-Di-O-benzyl-1,2-O-isopropylidene-alpha-D-ribose
• CAS NO: 55735-86-9
• Molecular Formula: C₂₂H₂₆O₅
• Molecular Weight: 370.43884
• Mol File: 55735-86-9.mol
• Article Data: 15

Chemical Properties

• Appearance: /
• CAS DataBase Reference: α-D-Ribofuranose, 1,2-O-(1-methylethylidene)-3,5-bis- O-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: α-D-Ribofuranose, 1,2-O-(1-methylethylidene)-3,5-bis- O-(phenylmethyl)-(55735-86-9)
• EPA Substance Registry System: α-D-Ribofuranose, 1,2-O-(1-methylethylidene)-3,5-bis- O-(phenylmethyl)-(55735-86-9)

Safety Data

• Hazardous Substances Data: 55735-86-9(Hazardous Substances Data)

Usage

General Description

α-D-Ribofuranose, 1,2-O-(1-methylethylidene)-3,5-bis-O-(phenylmethyl)- is a chemical compound that is a derivative of ribofuranose, also known as vitamin B2. It is a carbohydrate with a furanose ring structure and is modified with 1-methylethylidene and two phenylmethyl groups. α-D-Ribofuranose, 1,2-O-(1-methylethylidene)-3,5-bis- O-(phenylmethyl)- is widely used in organic synthesis and pharmaceutical research due to its potential biological activities and medicinal properties. Its structural modifications give it enhanced stability and unique chemical reactivity, making it a valuable building block in the development of novel molecules with potential therapeutic applications.

Upstream product

• 37077-81-9 1,2-isopropylidene-α-D-ribofuranose 
• 100-39-0 benzyl bromide 
• 2592-42-9 5-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranose 
• 114861-14-2 1,2-O-isopropylidene-5-O-(t-butyldiphenylsilyl)-α-D-xylofuranose 
• 190970-10-6 1,2-O-isopropylidene-5-O-tert-butyldiphenylsilyl-α-D-ribofuranose 
• 75783-45-8 (3aR,5R,6aS)-5-[[(tert-butyldiphenylsilyl)oxy]methyl]-2,2-dimethyltetrahydro-2H-furo[2,3-d][1,3]dioxol-6-one 
• 23202-83-7 5-benzyl-1,2-O-isopropylidene-α-D-xylofuranose 
• 34311-63-2 5-O-benzyl-3-oxo-1,2-O-isopropylidene-α-D-xylofuranose 
• 18549-40-1 1,2-O-isopropylidene-α-D-glucofuranose 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 532-20-7 D-xylofuranose 
• 103931-45-9 5-O-(tert-butyldimethylsilyl)-1,2-O-isopropylidene-α-D-erythro-pentofuranos-3-ulose 
• 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

• 80795-54-6 1,3,5-tri-O-benzyl-α-D-ribofuranose 
• 1290042-62-4 1-O-methyl-2-O-(3-trifluoroacetamido)propyl-3,5-di-O-benzyl-D-ribofuranoside 
• 1290042-61-3 1-O-methyl-2-O-(3-azido)propyl-3,5-di-O-benzyl-D-ribofuranoside 
• 1290042-59-9 1-O-methyl-2-O-[3-(4-methylbenzenesulfonyl)oxy]propyl-3,5-di-O-benzyl-D-ribofuranoside 
• 1290042-58-8 1-O-methyl-2-O-(3-hydroxy)propyl-3,5-di-O-benzyl-D-ribofuranoside 
• 1290042-56-6 1-O-methyl-2-O-allyl-3,5-di-O-benzyl-D-ribofuranoside 
• 55775-39-8 1-O-methyl-3,5-di-O-benzyl-D-ribofuranoside 
• 16054-77-6 (3R,4S,5R)-4-(benzyloxy)-5-(benzyloxymethyl)tetrahydrofuran-2,3-diol 
• 561055-45-6 (3R,4S,5R)-4-(benzyloxy)-5-(benzyloxymethyl)tetrahydrofuran-2,3-diol 
• 817204-28-7 C₂₀H₂₂O₅ 
• 1037290-53-1 (E)-5,7-di-O-benzyl-2,3-dideoxy-4,6-O-isopropylidene-D-ribo-hept-2-enitol 

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.

NUCLEOTIDE AND NUCLEOSIDE THERAPEUTIC COMPOSITIONS AND USES RELATED THERETO

This disclosure relates to nucleotide and nucleoside therapeutic compositions and uses in treating infectious diseases, viral infections, and cancer, where the base of the nucleotide or nucleoside contains at least one thiol, thione or thioether.

NUCLEOTIDE AND NUCLEOSIDE COMPOSITIONS AND USES RELATED THERETO

This disclosure relates to nucleotide and nucleoside therapeutic compositions and uses in treating infectious diseases, viral infections, and cancer, where the base of the nucleotide or nucleoside contains at least one thiol, thione or thioether.