31652-77-4

Basic information

• Product Name: 2,3,5-tri-O-benzoyl-N-carbamoylpentofuranosylamine
• CAS NO: 31652-77-4
• Molecular Formula: C₂₇H₂₄N₂O₈
• Molecular Weight: 504.4881
• Mol File: 31652-77-4.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 663°C at 760 mmHg
• Flash Point: 354.8°C
• Density: 1.39g/cm³
• Vapor Pressure: 1.9E-17mmHg at 25°C
• Refractive Index: 1.639
• CAS DataBase Reference: 2,3,5-tri-O-benzoyl-N-carbamoylpentofuranosylamine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,5-tri-O-benzoyl-N-carbamoylpentofuranosylamine(31652-77-4)
• EPA Substance Registry System: 2,3,5-tri-O-benzoyl-N-carbamoylpentofuranosylamine(31652-77-4)

Safety Data

• Hazardous Substances Data: 31652-77-4(Hazardous Substances Data)

Usage

General Description

2,3,5-tri-O-benzoyl-N-carbamoylpentofuranosylamine is a chemical compound that belongs to the class of N-carbamoylated nucleosides. It is derived from pentofuranoses and contains three benzoyl groups and a carbamoyl group attached to the carbon atoms of the pentofuranosyl ring. 2,3,5-tri-O-benzoyl-N-carbamoylpentofuranosylamine has been studied for its potential biological and pharmaceutical applications due to its unique structure and properties. Specifically, it has been investigated for its potential use as an antiretroviral agent and as a building block for the synthesis of nucleoside analogs with anti-cancer and anti-viral activities. Overall, 2,3,5-tri-O-benzoyl-N-carbamoylpentofuranosylamine shows promise as a versatile compound with potential therapeutic applications.

Upstream product

• 6974-32-9 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose 
• 3315-16-0 silver cyanate 

Relevant articles and documents

Proto-Urea-RNA (W?hler RNA) Containing Unusually Stable Urea Nucleosides

The RNA world hypothesis assumes that life on Earth began with nucleotides that formed information-carrying RNA oligomers able to self-replicate. Prebiotic reactions leading to the contemporary nucleosides are now known, but their execution often requires specific starting materials and lengthy reaction sequences. It was therefore proposed that the RNA world was likely proceeded by a proto-RNA world constructed from molecules that were likely present on the early Earth in greater abundance. Herein, we show that the prebiotic starting molecules bis-urea (biuret) and tris-urea (triuret) are able to directly react with ribose. The urea-ribosides are remarkably stable because they are held together by a network of intramolecular, bifurcated hydrogen bonds. This even allowed the synthesis of phosphoramidite building blocks and incorporation of the units into RNA. Investigations of the nucleotides’ base-pairing potential showed that triuret:G RNA base pairs closely resemble U:G wobble base pairs. Based on the probable abundance of urea on the early Earth, we postulate that urea-containing RNA bases are good candidates for a proto-RNA world.