90244-44-3

Basic information

• Product Name: D-Arabinofuranoside, Methyl, triacetate
• Synonyms: D-Arabinofuranoside, Methyl, triacetate;methyl 2,3,5-tri-O-acetyl-α,β-D-arabinofuranoside;methyl 2,3,5-tri-O-acetyl-alpha,beta-D-arabinofuranoside;Methyl D-arabinofuranoside triacetate
• CAS NO: 90244-44-3
• Molecular Formula: C₁₂H₁₈O₈
• Molecular Weight: 290.26652
• Mol File: 90244-44-3.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: D-Arabinofuranoside, Methyl, triacetate(CAS DataBase Reference)
• NIST Chemistry Reference: D-Arabinofuranoside, Methyl, triacetate(90244-44-3)
• EPA Substance Registry System: D-Arabinofuranoside, Methyl, triacetate(90244-44-3)

Safety Data

• Hazardous Substances Data: 90244-44-3(Hazardous Substances Data)

Usage

Description

D-Arabinofuranoside, Methyl, triacetate is a chemical compound with the molecular formula C12H20O7. It is a derivative of D-arabinose, a type of sugar, and is commonly used in organic synthesis and as a research chemical. This white, crystalline substance is soluble in organic solvents and has a sweet taste. It serves as a building block in the synthesis of pharmaceuticals and natural products, and should be handled with care due to its potential harmful effects if ingested, inhaled, or causing skin and eye irritation.

Uses

Used in Pharmaceutical Industry:
D-Arabinofuranoside, Methyl, triacetate is used as a building block for the synthesis of pharmaceuticals and natural products, contributing to the development of new drugs and therapeutic agents.
Used in Organic Synthesis:
D-Arabinofuranoside, Methyl, triacetate is used as an intermediate in organic synthesis, enabling the creation of various chemical compounds for research and commercial purposes.

Upstream product

• 108-24-7 acetic anhydride 
• 79083-42-4 methyl D-arabinofuranoside 
• 67-56-1 methanol 
• 43179-48-2 L-arabinose di(ethylthio)acetal 
• 532-20-7 D-arabinofuranose 
• 6748-95-4 β-D-arabinopyranose 
• 87-72-9 L-xylopyranose 

Downstream Products

• 953089-09-3 Acetic acid (2S,3S,4R,5R)-4-acetoxy-5-acetoxymethyl-2-(6-amino-purin-9-yl)-tetrahydro-furan-3-yl ester 
• 204918-49-0 p-methylphenyl 1-thio-α-D-arabinofuranoside 
• 204918-48-9 1-(p-thiocresyl)-2,3,5-tri-O-acetyl-α-D-arabinofuranoside 
• 204918-57-0 (2R,3S,3aS,9aR)-5,5,7,7-Tetraisopropyl-2-p-tolylsulfanyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-ol 
• 204918-55-8 p-cresyl 5-O-tert-butyldiphenylsilyl-1-thio-α-D-arabinofuranoside 
• 204918-58-1 p-cresyl-2-O-benzoyl-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-1-thio-α-D-arabinofuranoside 
• 204918-56-9 p-cresyl 2,3-di-O-benzoyl-5-O-tert-butyldiphenylsilyl-1-thio-α-D-arabinofuranoside 
• 204918-65-0 methyl 5-O-(2-O-benzoyl-α-D-arabinofuranosyl)-2,3-di-O-benzoyl-α-D-arabinofuranoside 
• 204918-59-2 methyl 5-O-(2,3,5-tri-O-acetyl-α-D-arabinofuranosyl)-2,3-di-O-benzoyl-α-D-arabinofuranoside 
• 204918-63-8 methyl (2,3-di-O-benzoyl-α-D-arabinofuranosyl)-(1->5)-2,3-di-O-benzoyl-α-D-arabinofuranoside 
• 204918-60-5 Benzoic acid (2S,3S,4R,5R)-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-((2R,3S,4R,5R)-3,4-diacetoxy-5-acetoxymethyl-tetrahydro-furan-2-yloxy)-2-methoxy-tetrahydro-furan-3-yl ester 
• 262603-81-6 methyl 5-O-[2-O-benzoyl-3,5-O-(1,1,3,3-tetraisopropylsiloxane-1,3-diyl)-α-D-arabinofuranosyl]-2,3-di-O-benzoyl-α-D-arabinofuranoside 
• 204918-66-1 methyl 5-O-(2-O-benzoyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranosyl)-2,3-di-O-benzoyl-α-D-arabinofuranoside 
• 204918-61-6 methyl 3,5-di-O-(2,3,5-tri-O-acetyl-α-D-arabinofuranosyl)-2-O-benzoyl-α-D-arabinofuranoside 

Relevant articles and documents

A stereoselective synthesis method for β-D-arabinofuran glycoside bonds

The present invention belongs to the field of natural oligosaccharide chain synthesis technology, specifically relates to a β-D- arabinofuran glycoside bond stereoselective synthesis method, the present invention to 2- O- benzyl-3,5-O- xylene -D- arabfura

Glycosides and Glycoconjugates of the Diterpenoid Isosteviol with a 1,2,3-Triazolyl Moiety: Synthesis and Cytotoxicity Evaluation

Several glycoconjugates of the diterpenoid isosteviol (16-oxo-ent-beyeran-19-oic acid) with a 1,2,3-triazolyl moiety were synthesized, and their cytotoxicity was evaluated against some human cancer and normal cell lines. Most of the synthesized compounds demonstrated weak inhibitory activities against the M-HeLa and MCF-7 human cancer cell lines. Three lead compounds, 54, 56 and 57, exhibited high selective cytotoxic activity against M-HeLa cells (IC50 = 1.7-1.9 μM) that corresponded to the activity of the anticancer drug doxorubicin (IC50 = 3.0 μM). Moreover, the lead compounds were not cytotoxic with respect to a Chang liver human normal cell line (IC50 > 100 μM), whereas doxorubicin was cytotoxic to this cell line (IC50 = 3.0 μM). It was found that cytotoxic activity of the lead compounds is due to induction of apoptosis proceeding along the mitochondrial pathway. The present findings suggest that 1,2,3-triazolyl-ring-containing glycoconjugates of isosteviol are a promising scaffold for the design of novel anticancer agents.

Studies toward the total synthesis of carba analogue of motif C of M. TB cell wall AG complex

Herein we describe the synthesis of the carba analogue of motif C of arabinogalactan complex present in M. tuberculosis cell wall. Pd(0) catalyzed allylic alkylation and Fraser-Reid's glycosidation are the two key reactions that were employed for the synthesis of central glycosyl accepter unit and the glycosylation respectively.