134149-47-6

Basic information

• Product Name: allyl ribofuranoside
• Synonyms: allyl ribofuranoside
• CAS NO: 134149-47-6
• Molecular Formula: C₈H₁₄O₅
• Molecular Weight: 190.19
• Mol File: 134149-47-6.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 375.7°Cat760mmHg
• Flash Point: 181°C
• Appearance: /
• Density: 1.3g/cm³
• Vapor Pressure: 3.51E-07mmHg at 25°C
• Refractive Index: 1.528
• PKA: 13.24±0.70(Predicted)
• CAS DataBase Reference: allyl ribofuranoside(CAS DataBase Reference)
• NIST Chemistry Reference: allyl ribofuranoside(134149-47-6)
• EPA Substance Registry System: allyl ribofuranoside(134149-47-6)

Safety Data

• Hazardous Substances Data: 134149-47-6(Hazardous Substances Data)

Usage

Properties

1. Chemical Composition: Allyl ribofuranoside is a ribofuranoside, a type of sugar molecule derived from ribofuranose.
2. Functional Group: It contains an allyl group attached to the ribofuranose ring, which enhances its reactivity in organic chemistry reactions.
3. Versatility: The allyl group makes it a versatile reagent in organic synthesis.
4. Applications: It is used as a building block for various molecules and as a precursor in the synthesis of pharmaceuticals and biologically active compounds.
5. Biomedical Potential: It may have potential biomedical applications due to its ability to interact with biological systems.

Chemical Classification

Ribofuranoside

Functional Group

Allyl group attached to ribofuranose ring

Applications in Organic Synthesis

Versatile reagent, building block for molecule synthesis

Biomedical Potential

Potential applications in biomedical fields due to interaction with biological systems

InChI:InChI=1/C8H14O5/c1-2-3-12-8-7(11)6(10)5(4-9)13-8/h2,5-11H,1,3-4H2/t5-,6-,7-,8-/m1/s1

Upstream product

• 50-69-1 D-ribose 
• 106-95-6 allyl bromide 
• 58-86-6 D-xylose 
• 107-18-6 allyl alcohol 
• 532-20-7 D-Ribose 
• 5328-37-0 L-arabinose 
• 532-20-7 L-arabinose 

Downstream Products

• 934822-33-0 allyl 3-nitro-3-deoxy-6-O-tosyl-β-D-glucopyranoside 
• 134149-36-3 prop-1-enyl 2,3,5-tri-O-benzyl-α,β-L-arabinofuranoside 
• 89615-42-9 2,3,5-tri-O-benzyl-β-L-arabinofuranose 
• 121682-55-1 allyl-2,3,5-tri-O-benzyl-α,β-L-arabinofuranoside 

Relevant articles and documents

Anomeric alkylations and acylations of unprotected mono- and disaccharides mediated by pyridoneimine in aqueous solutions

A site-specific deprotonation followed by alkylations and acylations of sugar hemiacetals to the corresponding alkyl glycosides and acylated sugars in aqueous solutions is disclosed herein. Pyridoneimine as a new base is developed to mediate the deprotonation of readily available sugar hemiacetals and further reactions with alkylation and acylation agents.

Synthesis of the spirastrellolide A, B/C spiroketal: Enabling solutions for problematic au(I)-catalyzed spiroketalizations

A synthesis of the spirastrellolide A, B/C-ring monounsaturated spiroketal is reported. The key step relies on a Au-catalyzed spiroketalization of a propargyl triol employing an acetonide as a regioselectivity regulator. Through observation and analysis, a set of conditions has been developed that facilitates the use of a mixture of diastereomeric substrates, obviating the need to control the stereochemistry of the propargyl stereocenter and enabling a convenient retrosynthetic disconnection. The key reaction proceeds in 80% yield in 1 min at ambient temperature with the Me3PAuCl/AgOTf catalyst system. These conditions should be widely applicable for new synthetic endeavors as they appear to overcome all issues with the Au-catalyzed spiroketalization.

Green glycosylation promoted by reusable biomass carbonaceous solid acid: An easy access to β-stereoselective terpene galactosides

An efficient green protocol has been developed for the atom economic glycosylation of unprotected, unactivated glycosyl donors and glycosylation of glycosyl trichloroacetimidates with the aid of reusable eco-friendly biomass carbonaceous solid acid as catalyst. The Royal Society of Chemistry.