60084-09-5

Basic information

• Product Name: 2-(2,3,5-Tri-O-benzoyl-β-D-ribofuranosyl)-4-thiazolecarboxylic Acid Ethyl Ester
• Synonyms: 2-(2,3,5-Tri-O-benzoyl-β-D-ribofuranosyl)-4-thiazolecarboxylic Acid Ethyl Ester
• CAS NO: 60084-09-5
• Molecular Formula: C₃₂H₂₇NO₉S
• Molecular Weight: 601.62308
• Mol File: 60084-09-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 720.3°C at 760 mmHg
• Flash Point: 389.4°C
• Appearance: /
• Density: 1.39g/cm³
• Vapor Pressure: 1.35E-20mmHg at 25°C
• Refractive Index: 1.638
• Solubility: DCM, DME, Methanol
• CAS DataBase Reference: 2-(2,3,5-Tri-O-benzoyl-β-D-ribofuranosyl)-4-thiazolecarboxylic Acid Ethyl Ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2,3,5-Tri-O-benzoyl-β-D-ribofuranosyl)-4-thiazolecarboxylic Acid Ethyl Ester(60084-09-5)
• EPA Substance Registry System: 2-(2,3,5-Tri-O-benzoyl-β-D-ribofuranosyl)-4-thiazolecarboxylic Acid Ethyl Ester(60084-09-5)

Safety Data

• Hazardous Substances Data: 60084-09-5(Hazardous Substances Data)

Usage

Uses

2-(2,3,5-Tri-O-benzoyl-β-D-ribofuranosyl)-4-thiazolecarboxylic Acid Ethyl Ester is an protected intermediate in the synthesis of Tiazofurin (T437200), an potential therapeutic agent in the treatment of cancer.

InChI:InChI=1/C32H27NO9S/c1-2-38-32(37)23-19-43-28(33-23)27-26(42-31(36)22-16-10-5-11-17-22)25(41-30(35)21-14-8-4-9-15-21)24(40-27)18-39-29(34)20-12-6-3-7-13-20/h3-17,19,24-27H,2,18H2,1H3

Upstream product

• 6974-32-9 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose 
• 98-88-4 benzoyl chloride 
• 4099-85-8 ((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol 
• 5517-60-2 methyl 3'-O-benzoyl-2,3-O-isopropylidene-β-D-apiofuranoside 
• 23316-67-8 2,3,5-tri-O-benzoyl-β-D-ribofuranosyl-1-carbonitrile 
• 5517-61-3 methyl 3'-O-benzoyl-β-D-apiofuranoside 
• 52783-53-6 methyl 2,3,3'-tri-O-benzoyl-β-D-apiofuranoside 
• 57944-10-2 2,5-anhydro-3,4,6-tri-O-benzoyl-D-allonthioamide 
• 70-23-5 ethyl Bromopyruvate 

Downstream Products

• 60084-11-9 2-(2',3'-O-isopropylidene-β-D-ribofuranosyl)thiazole-4-carboxamide 
• 60084-10-8 tiazofurin 

Relevant articles and documents

Synthesis and biological evaluation of novel apio nucleosides with thiazole-4-carboxamide and 1,2,4-triazole-3-carboxamide

In view of biological activities of azole nucleosides and apio-dideoxynucleoside, novel apio nucleoside analogues (1 and 2) with thiazole and triazole base moiety were synthesized using 2,3-O-isopropylidene-apio-β -D-furanose (3), which was prepared from D-mannose.

A modified synthesis of tiazofurin

An improved synthesis of tiazofurin is described from 1-O-acetyl-2,3,5- tri-O-benzoyl-β-D-ribofuranose.

Synthesis and antiviral activity of certain thiazole C nucleosides

A general reaction of glycosyl cyanides with liquid hydrogen sulfide in the presence of 4 dimethylaminopyridine to provide the corresponding glycosylthiocarboxamides is described. These glycosylthiocarboxamides were utilized as the precursors for the synt