6612-91-5

Basic information

• Product Name: (4-hydroxy-7,7-dimethyl-2,6,8-trioxabicyclo[3.3.0]oct-3-yl)methyl benz oate
• Synonyms: 1,2-Di-O-isopropylidene-5-O-benzoyl-alpha-D-ribofuranoside
• CAS NO: 6612-91-5
• Molecular Formula: C₁₅H₁₈O₆
• Molecular Weight: 294.2998
• Mol File: 6612-91-5.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 432 °C at 760 mmHg
• Flash Point: 159.2 °C
• Appearance: /
• Density: 1.253 g/cm³
• Vapor Pressure: 3.14E-08mmHg at 25°C
• Refractive Index: 1.532
• CAS DataBase Reference: (4-hydroxy-7,7-dimethyl-2,6,8-trioxabicyclo[3.3.0]oct-3-yl)methyl benz oate(CAS DataBase Reference)
• NIST Chemistry Reference: (4-hydroxy-7,7-dimethyl-2,6,8-trioxabicyclo[3.3.0]oct-3-yl)methyl benz oate(6612-91-5)
• EPA Substance Registry System: (4-hydroxy-7,7-dimethyl-2,6,8-trioxabicyclo[3.3.0]oct-3-yl)methyl benz oate(6612-91-5)

Safety Data

• Hazardous Substances Data: 6612-91-5(Hazardous Substances Data)

Usage

Description

(4-hydroxy-7,7-dimethyl-2,6,8-trioxabicyclo[3.3.0]oct-3-yl)methyl benzoate is a bicyclic ester compound belonging to the class of organic compounds known as benzocyclobutene. It features a benzene ring fused to a cyclobutene ring and is characterized by its distinct odor.
Used in Fragrance Industry:
(4-hydroxy-7,7-dimethyl-2,6,8-trioxabicyclo[3.3.0]oct-3-yl)methyl benzoate is used as a fragrance ingredient for its distinct aromatic properties, contributing to the scent profiles of various perfumes.
Used in Flavor Industry:
In the flavor industry, (4-hydroxy-7,7-dimethyl-2,6,8-trioxabicyclo[3.3.0]oct-3-yl)methyl benzoate is used as a flavoring agent to enhance the taste and aroma of food and beverages.
Used in Pharmaceutical and Medical Applications:
(4-hydroxy-7,7-dimethyl-2,6,8-trioxabicyclo[3.3.0]oct-3-yl)methyl benzoate is utilized as a solvent and for its solubility and stability properties in the development and formulation of pharmaceutical and medical products.

InChI:InChI=1/C15H18O6/c1-15(2)20-12-11(16)10(19-14(12)21-15)8-18-13(17)9-6-4-3-5-7-9/h3-7,10-12,14,16H,8H2,1-2H3

Upstream product

• 80244-95-7 3,5-di-O-benzoyl-1,2-O-isopropylidene-α-D-ribofuranose 
• 37077-81-9 1,2-isopropylidene-α-D-ribofuranose 
• 98-88-4 benzoyl chloride 
• 6698-46-0 5-O-benzoyl-1,2-O-isopropylidene-α-D-ribofuranos-3-ulose 
• 58-86-6 D-xylose 
• 20031-21-4 1,2-O-isopropylidene-α-D-xylose 
• 20881-04-3 1,2:3,5-di-O-isopropylidene-D-xylofuranose 
• 6022-96-4 5-O-benzoyl-α-D-xylofuranose 
• 14686-89-6 (1,2:5,6)-di-O-isopropylidene-D-gulose 
• 158895-35-3 3-O-Allyl-1,2-O-isopropylidene-α-D-ribofuranose 
• 156742-37-9 (R)-1-[(3aR,5R,6R,6aR)-6-(allyloxy)-tetrahydro-2,2-dimethylfuro[2,3-d][1,3]dioxol-5-yl]ethane-1,2-diol 
• 33746-39-3 3-O-allyl-1,2:5,6-di-O-isopropylidene-α-D-allofuranose 
• 532-20-7 D-xylofuranose 
• 13035-61-5 1,2,3,5-tetraacetylribose 

Downstream Products

• 115173-40-5 3-O-(3-O-acetyl-2,6-diazido-4-O-benzyl-2,6-dideoxy-β-L-idopyranosyl)-5-O-benzoyl-1,2-O-isopropylidene-β-D-ribofuranose 
• 125291-12-5 ((3aR,5R,6S,6aS)-6-fluoro-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl benzoate 
• 115236-89-0 3-O-acetyl-5-O-benzoyl-1,2-O-isopropylidene-α-D-ribofuranose 
• 37077-81-9 1,2-isopropylidene-α-D-ribofuranose 
• 125291-17-0 9-(2,3-dideoxy-3-fluoro-β-D-xylofuranosyl)guanine 
• 159099-24-8 (3S,4S,5R)-5-((benzoyloxy)methyl)-4-fluorotetrahydrofuran-2,3-diyl diacetate 
• 125291-15-8 9-(3-deoxy-3-fluoro-β-D-xylofuranosyl)guanine 
• 125291-16-9 N2-acetyl-9-(5-O-benzoyl-2,3-dideoxy-3-fluoro-β-D-xylofuranosyl)guanine 
• 158980-88-2 1-(2-O-acetyl-5-O-benzoyl-3-deoxy-3-fluoro-β-D-xylofuranosyl)thymine 

Relevant articles and documents

Synthesis and evaluation of 3′-fluorinated 7-deazapurine nucleosides as antikinetoplastid agents

Kinetoplastid parasites are the causative agents of neglected tropical diseases with an unmet medical need. These parasites are unable to synthesize the purine ring de novo, and therefore rely on purine salvage to meet their purine demand. Evaluating purine nucleoside analogs is therefore an attractive strategy to identify antikinetoplastid agents. Several anti-Trypanosoma cruzi and anti-Trypanosoma brucei 7-deazapurine nucleosides were previously discovered, with the removal of the 3′-hydroxyl group resulting in a significant boost in activity. In this work we therefore decided to assess the effect of the introduction of a 3′-fluoro substituent in 7-deazapurine nucleosides on the anti-kinetoplastid activities. Hence, we synthesized two series of 3′-deoxy-3′-fluororibofuranosyl and 3′-deoxy-3′-fluoroxylofuranosyl nucleosides comprising 7-deazaadenine and -hypoxanthine bases and assayed these for antiparasitic activity. Several analogs with potent activity against T. cruzi and T. brucei were discovered, indicating that a fluorine atom in the 3′-position is a promising modification for the discovery of antiparasitic nucleosides.

CD73 INHIBITORS

Described herein are CD73 inhibitors and pharmaceutical compositions comprising said compounds. The subject compounds and compositions are useful for the treatment of cancer, infections, and neurodegenerative diseases.

Synthesis of different 3,5-diazidofuranoses: A new and general synthesis pathway

Diamino- and diazidofuranoses represent useful precursors, for example, for the synthesis of substituted nucleosides and metal complexes, respectively. Known procedures for their synthesis lack the availability of cheap starting materials, adequate yields, and the access to all possible diastereomeres. Therefore, 3,5-diazido-3,5-dideoxy- and -2,3,5-trideoxyfuranoses both with ribo- and xylo-configuration were prepared using different approaches.