85026-60-4

Basic information

• Product Name: 1,2-Di-O-acetyl-3,5-di-O-benzoyl-D-xylofuranose
• Synonyms: 1,2-Di-O-acetyl-3,5-di-O-benzoyl-D-xylofuranose
• CAS NO: 85026-60-4
• Molecular Weight: 442.422
• Mol File: 85026-60-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1,2-Di-O-acetyl-3,5-di-O-benzoyl-D-xylofuranose(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Di-O-acetyl-3,5-di-O-benzoyl-D-xylofuranose(85026-60-4)
• EPA Substance Registry System: 1,2-Di-O-acetyl-3,5-di-O-benzoyl-D-xylofuranose(85026-60-4)

Safety Data

• Hazardous Substances Data: 85026-60-4(Hazardous Substances Data)

Usage

Type of compound

Complex chemical compound

Derivative of

D-xylofuranose (a type of carbohydrate)

Modification

Modified xylofuranose molecule with two acetyl groups and two benzoyl groups

Usage

Building block in organic synthesis and utilized in the production of other chemical compounds

Appearance

White crystalline

Solubility

Soluble in organic solvents such as methanol and chloroform

Primary use

Research and development processes in the field of organic chemistry and drug discovery

Upstream product

• 6893-67-0 1,2-O-isopropylidene-3,5-di-O-benzoyl-α-D-xylofuranose 
• 108-24-7 acetic anhydride 

Downstream Products

• 159228-08-7 1-(2-O-acetyl-3,5-di-O-benzoyl-β-D-threo-pentofuranosyl)-lumazine 
• 132370-61-7 6-chloro-9-(2'-O-acetyl-3',5'-di-O-benzoyl-β-D-xylofuranosyl)purine 
• 99355-31-4 C₂₅H₂₂N₂O₉ 
• 117257-96-2 1-(2-O-acetyl-3,5-di-O-benzoyl-β-D-xylofuranosyl)thymine 
• 1409941-10-1 3,5-di-O-benzoyl-1,2-O-[(1S)-1-cyanoethylidene]-α-D-xylofuranose 
• 1409941-11-2 3,5-di-O-benzoyl-1,2-O-[(1R)-1-cyanoethylidene]-α-D-xylofuranose 
• 1409941-09-8 C₂₂H₁₉NO₇ 
• 132370-68-4 6-dimethylamino-9-<3'-(benzyloxycarbonyl-p-methoxyphenyl-L-alanylamino)-2',3'-dideoxy-β-D-ribofuranosyl>purine 
• 132370-69-5 6-dimethylamino-9-(3',5'-di-O-benzoyl-2'-O-phenoxythiocarbonyl-β-D-xylofuranosyl)purine 
• 132370-62-8 6-dimethylamino-9-(3',5'-di-O-benzoyl-β-D-xylofuranosyl)purine 
• 132370-63-9 6-dimethylamino-9-(2'-deoxy-3',5'-di-O-benzoyl-β-D-xylofuranosyl)purine 
• 132370-60-6 2',3'-dideoxy-N⁶,N⁶-dimethyl-3'-(4-O-methyl-L-tyrosylamido)adenosine 
• 132370-70-8 6-dimethylamino-9-(2'-deoxy-3'-O-mesyl-5'-O-pivaloyl-β-D-xylofuranosyl)purine 
• 31079-98-8 N⁶-benzoyl-9-(2,3-di-O-benzoyl-β-D-xylofuranosyl)adenine 

Relevant articles and documents

Synthesis and in vitro antitumour screening of 2-(β-d-xylofuranosyl) thiazole-4-carboxamide and two novel tiazofurin analogues with substituted tetrahydrofurodioxol moiety as a sugar mimic

2-(β-d-xylofuranosyl)thiazole-4-carboxamide (2) and two new tiazofurin analogues with 5-hydroxymethyl-2-methyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol moiety as a sugar mimic (27 and 28) have been synthesized and evaluated for their in vitro antitumour activity against a panel of human tumour cell lines (K562, HL 60, Jurkat, Raji and HeLa). In contrast to previous literature reports, a metabolic MTT assay revealed remarkable cytotoxicity of 2 against K562 (IC50 = 0.15 μM) and HL-60 (IC50 = 0.13 μM) cells. Flow cytometry data suggest that cytotoxic effects of analogue 2 in the culture of K562 cells might be mediated by apoptosis, in opposite to tiazofurin, which did not induce apoptosis of K562 cells after 24 h, thus suggesting a different mechanism of action. All three analogues 2, 27 and 28 were also active against Jurkat, Raji and HeLa cells, with IC50 values in the range from 0.06 to 5.61 μM, but were completely inactive against the normal foetal lung fibroblasts (MRC-5).

Nucleosides de synthese XXII: obtention, comme synthons oligoxylonucleotidiques, de D-xylofurannosyl adenines specifiquement substitues

This work describes the synthesis of certain nucleoside synthons which are necessary in order to obtain oligoxylonucleotides.The utilization of a non-symmetrically substituted xyloside substituted at the 2-position permits one to obtain, in satisfactory y