19189-62-9

Basic information

• Product Name: [(3R,4S)-3-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-7,7-dimethyl-2,6,8-tr ioxabicyclo[3.3.0]oct-4-yl]oxy-phenoxy-methanethione
• Synonyms: [(3R,4S)-3-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-7,7-dimethyl-2,6,8-tr ioxabicyclo[3.3.0]oct-4-yl]oxy-phenoxy-methanethione;1-O,2-O:5-O,6-O-Diisopropylidene-3-O-(phenoxycarbonothioyl)-α-D-glucofuranose;1-O,2-O:5-O,6-O-Diisopropylidene-3-O-[phenoxy(thiocarbonyl)]-α-D-glucofuranose;3-O-(Phenoxycarbonothioyl)-1-O,2-O:5-O,6-O-diisopropylidene-α-D-glucofuranose
• CAS NO: 19189-62-9
• Molecular Formula: C₁₉H₂₄O₇S
• Molecular Weight: 0
• Mol File: 19189-62-9.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 455.1°Cat760mmHg
• Flash Point: 229°C
• Appearance: /
• Density: 1.32g/cm³
• Vapor Pressure: 4.89E-08mmHg at 25°C
• Refractive Index: 1.585
• CAS DataBase Reference: [(3R,4S)-3-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-7,7-dimethyl-2,6,8-tr ioxabicyclo[3.3.0]oct-4-yl]oxy-phenoxy-methanethione(CAS DataBase Reference)
• NIST Chemistry Reference: [(3R,4S)-3-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-7,7-dimethyl-2,6,8-tr ioxabicyclo[3.3.0]oct-4-yl]oxy-phenoxy-methanethione(19189-62-9)
• EPA Substance Registry System: [(3R,4S)-3-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-7,7-dimethyl-2,6,8-tr ioxabicyclo[3.3.0]oct-4-yl]oxy-phenoxy-methanethione(19189-62-9)

Safety Data

• Hazardous Substances Data: 19189-62-9(Hazardous Substances Data)

Usage

Description

[(3R,4S)-3-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-7,7-dimethyl-2,6,8-trioxabicyclo[3.3.0]oct-4-yl]oxy-phenoxy-methanethione is a complex organic molecule characterized by its unique structure, which includes a dioxolan ring, a bicyclic octyl group, a thione functional group, and a phenoxy-methane moiety. This intricate molecular architecture suggests potential applications in various fields, such as organic synthesis, pharmaceuticals, and materials science. Further research and analysis are required to fully comprehend its properties and possible uses.

Uses

Used in Organic Synthesis:
[(3R,4S)-3-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-7,7-dimethyl-2,6,8-trioxabicyclo[3.3.0]oct-4-yl]oxy-phenoxy-methanethione is used as a key intermediate for the synthesis of various complex organic compounds due to its unique structural features and potential reactivity.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, [(3R,4S)-3-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-7,7-dimethyl-2,6,8-trioxabicyclo[3.3.0]oct-4-yl]oxy-phenoxy-methanethione is used as a building block for the development of novel drugs, leveraging its intricate molecular structure to target specific biological pathways or receptors.
Used in Materials Science:
Within the field of materials science, [(3R,4S)-3-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-7,7-dimethyl-2,6,8-trioxabicyclo[3.3.0]oct-4-yl]oxy-phenoxy-methanethione is utilized as a component in the creation of advanced materials, potentially contributing to the development of new polymers, coatings, or other high-performance materials due to its distinct structural elements.

InChI:InChI=1/C19H24O7S/c1-18(2)20-10-12(24-18)13-14(15-16(22-13)26-19(3,4)25-15)23-17(27)21-11-8-6-5-7-9-11/h5-9,12-16H,10H2,1-4H3/t12-,13-,14+,15?,16?/m1/s1

Upstream product

• 350255-13-9 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 1005-56-7 phenylcarbonochloridothioate 
• 108-95-2 phenol 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-L-glucofuranose 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 50-99-7 D-glucose 

Downstream Products

• 4613-62-1 3-deoxy-1,2;5,6-di-O-isopropylidene-α-D-glucofuranoside 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 90941-83-6 (S)-3-[(4R,6S)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-1-[(4R,6S)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-propan-1-ol 
• 90941-83-6 (R)-3-[(4R,6S)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-1-[(4R,6S)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-propan-1-ol 
• 90941-85-8 (S)-2-Benzenesulfinyl-1-[(4R,6S)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-ethanol 
• 90941-98-3 (S)-2-Benzenesulfinyl-3-[(4S,6S)-6-(2-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-1-[(4R,6S)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-propan-1-ol 
• 918827-76-6 7-benzyl-2,2-dimethyl-octahydro-1,3,6,8-tetraoxa-7-aza-dicyclopenta[a,e]pentalene 
• 918827-77-7 3-benzyl-octahydro-2,4-dioxa-3-aza-cyclopenta[a]pentalene-5,6-diol 
• 918827-84-6 1-benzyl-5-hydroxymethyl-hexahydro-cyclopenta[c]isoxazol-6-ol 
• 918827-83-5 1-benzyl-5-hydroxymethyl-hexahydro-cyclopenta[c]isoxazol-6-ol 
• 932020-02-5 C₁₀H₁₄O₃ 

Relevant articles and documents

Novel Position-Specific 18O/16O Measurement of Carbohydrates. I. O-3 of Glucose and Confirmation of 18O/16O Heterogeneity at Natural Abundance Levels in Glucose from Starch in a C4 Plant

The 18O/16O ratio at both molecular and positional levels in the carbohydrates of higher plants is a reliable proxy for the plant growth environment, and a potential indicator of the plant photosynthetic carbon assimilation mode, and its physiological, biochemical and metabolic status. The lack of exploitable nuclear resonance in 18O and 16O and the extremely low 17O abundance make the NMR-based PSIA (position-specific isotopic analysis) a significant challenge. In this Article, an alternative three-step wet chemistry based method for accessing the 18O/16O of glucose O-3 is presented. The O atoms (OH groups) at positions 1, 2, 5, and 6 were first protected by acetonation (converting glucose to 1,2;5,6-di-O-isopropylidene-glucofuranose). The protected glucose was then esterified at O-3 by thionoformylation. Subsequent Barton-McCombie deoxygenation quantitatively removed the O-3 from the protected sugar. Mass balance was then applied to calculate the 18O/16O of O-3 using the isotopic values of the protected sugar before and after the deoxygenation step. The method is innovative in that (i) isolation and purification of individual compounds for 18O by EA/Pyrolysis/IRMS analysis is unnecessary as the reaction mixture can be analyzed on a GC/Pyrolysis/IRMS; (ii) sample quantity is dramatically reduced; and (iii) the approach to access the O-3 isotopic signal can be easily expanded to other positions within glucose and other sugars. It was shown that O-3 is enriched by 12 mUr relative to the molecular average (O-2-O-6) for a glucose of C4 photosynthetic origin. We highlighted the potential applications of the intramolecular O isotopic heterogeneity of glucose this method revealed.

Acid-Catalyzed Activation of Peroxyketals: Tunable Radical Initiation at Ambient Temperature and below

This study details how peroxyketals, commercially available thermal initiators, and structurally related peroxides are activated in the presence of an acid catalyst to generate radicals at room temperature and below. This simple combination of two substrates was shown to efficiently initiate a variety of radical processes. This phenomenon is rationalized by the acid-catalyzed in situ formation of highly unstable alkenyl peroxides which readily decompose into initiating radical species.

Carbanucleosides: synthesis of both enantiomers of 2-(6-chloro-purin-9-yl)-3,5-bishydroxymethyl cyclopentanol from d-glucose

The key intermediate 1,2:5,6-di-O-isopropylidene-3-deoxy-3β-allyl-α-d-glucofuranose (8) could be conveniently prepared through radical induced allyl substitution at C-3 of appropriate 1,2:5,6-di-O-isopropylidene-α-d-glucofuranose derivatives (7a,b) and us