141979-56-8

Basic information

• Product Name: 1,6-DI-O-ACETYL-2,3-ISOPROPYLIDENE-D-RIBOSE
• Synonyms: 1,5-Di-O-acetyl-2,3-O-isopropylidene-D-ribofuranose;1,5-Di-O-acetyl-2,3-isopropylidene-D-ribose;2,3-O-(1-methylethylidene)-D-Ribofuranose-1,5- diacetate
• CAS NO: 141979-56-8
• Molecular Formula: C₁₂H₁₈O₇
• Molecular Weight: 274.27
• Product Categories: Carbohydrates & Derivatives
• Mol File: 141979-56-8.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 119°C@0.1mmHg
• Flash Point: 147.5°C
• Appearance: /
• Density: 1.26g/cm³
• Vapor Pressure: 9.28E-05mmHg at 25°C
• Refractive Index: 1.485
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
• CAS DataBase Reference: 1,6-DI-O-ACETYL-2,3-ISOPROPYLIDENE-D-RIBOSE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,6-DI-O-ACETYL-2,3-ISOPROPYLIDENE-D-RIBOSE(141979-56-8)
• EPA Substance Registry System: 1,6-DI-O-ACETYL-2,3-ISOPROPYLIDENE-D-RIBOSE(141979-56-8)

Safety Data

• Hazardous Substances Data: 141979-56-8(Hazardous Substances Data)

Usage

Description

1,6-DI-O-ACETYL-2,3-ISOPROPYLIDENE-D-RIBOSE is a chemical compound with the CAS number 141979-56-8. It is a colorless oil and is primarily used in organic synthesis due to its unique chemical properties.

Uses

1. Used in Organic Synthesis:
1,6-DI-O-ACETYL-2,3-ISOPROPYLIDENE-D-RIBOSE is used as a synthetic intermediate for the production of various organic compounds. Its chemical structure allows it to be a versatile building block in the synthesis of complex molecules, making it valuable in the field of organic chemistry.
2. Used in Pharmaceutical Industry:
1,6-DI-O-ACETYL-2,3-ISOPROPYLIDENE-D-RIBOSE is used as a key component in the development of new pharmaceuticals. Its unique properties enable it to be incorporated into drug molecules, potentially leading to the creation of novel therapeutic agents.
3. Used in Chemical Research:
1,6-DI-O-ACETYL-2,3-ISOPROPYLIDENE-D-RIBOSE is utilized as a research tool in chemical laboratories. Its properties and reactivity make it an interesting subject for studying various chemical reactions and mechanisms, contributing to the advancement of chemical knowledge.
4. Used in Material Science:
1,6-DI-O-ACETYL-2,3-ISOPROPYLIDENE-D-RIBOSE may also find applications in the development of new materials, such as polymers or coatings, due to its unique chemical structure and properties. Its potential use in material science could lead to the creation of innovative products with improved performance characteristics.

InChI:InChI=1/C12H18O7/c1-6(13)15-5-8-9-10(19-12(3,4)18-9)11(17-8)16-7(2)14/h8-11H,5H2,1-4H3

Upstream product

• 532-20-7 D-Ribose 
• 67814-68-0 2,3-O-isopropylidene-D-ribofuranose 
• 108-24-7 acetic anhydride 

Downstream Products

• 1415646-62-6 1-deoxy-1-ethynyl-5-O-tert-butyldiphenylsilyl-2,3-O-isopropyridene-β-D-ribofuranose 
• 74134-93-3 4-β-D-arabinofuranosyl-2-phenyl-1,2,3-osotriazole 
• 74134-96-6 2-phenyl-4-(2,3-O-isopropylidene-β-D-ribosyl)-2H-1,2,3-triazole 

Relevant articles and documents

CYCLIC DINUCLEOTIDES AS ANTICANCER AGENTS

The present invention is directed to compounds of the formula (I) wherein all substituents are defined herein, as well as pharmaceutically acceptable compositions comprising compounds of the invention and methods of using said compositions in the treatment of various disorders.

Synthesis of C -Ribosyl-1,2,3-triazolyl Carboxamides

Because of the emergence of new viruses, the need for new antiviral broad-spectrum compounds remains important. In this context, herein the synthesis of C-nucleosides, structurally close to ribavirin, a nucleoside presenting various biological activities and used until now particularly for its broad-spectrum antiviral properties, is reported. The compounds were designed in order to increase their stability and the number of hydrogen bond donor or acceptor in comparison to ribavirin, and to investigate the role of the carboxamide group on the biological activity. The efficient synthesis of 11 C-nucleosides is based on an indium-mediated alkynylglycosylation as the key step, followed by the construction of the triazole heterocycle. Amidation was performed with primary and secondary amines in yields up to 85%. An analogue nucleoside with a triazole without carboxamide group was also prepared in order to compare its activity. Finally, the carboxamide group was moved to the N-1 triazole position to mimic ribavirin.

Functionalization of 2H-1,2,3-Triazole C-Nucleoside Template via N2 Selective Arylation

C-Nucleosides are an underexplored and important class of nucleosides with antiviral and anticancer activity. In addition, triazole heterocycles are well employed as a strategy to modify nucleobase in nucleoside analogues, although rare examples were described for triazoyl C-nucleosides. N2-Aryl-1,2,3-triazole C-nucleoside compounds that could be obtained by selective 1,2,3-triazole heterocycle N2 arylation in 1-β-d-ribofuranosyl-2H-1,2,3-triazole substrate were designed in this study. The optimized condition used AdBrettPhos/[PdCl(allyl)]2 as the catalyst system. This transformation was accomplished by aryl halides bearing an electron donor and withdrawing groups, as well as by heterocyclic halides in good to excellent yields. The transformation developed in this study represents a significant contribution to the nucleoside field, once it allows for the synthesis of unexplored scaffolds through selective functionalization of triazole nucleosides.