7404-32-2

Usage

Uses

Used in Organic Synthesis:
METHYL-2,3,4-TRI-O-ACETYL-6-BROMO-6-DEOXY-ALPHA-D-GLUCOPYRANOSIDE is used as a synthetic intermediate for the preparation of various complex organic molecules. Its unique structure allows for the development of a wide range of chemical entities with potential applications in different fields.
Used in Medicinal Chemistry:
In the pharmaceutical industry, METHYL-2,3,4-TRI-O-ACETYL-6-BROMO-6-DEOXY-ALPHA-D-GLUCOPYRANOSIDE is utilized as a key component in the synthesis of new drugs and pharmaceuticals. Its chemical properties make it a valuable tool for enhancing the therapeutic potential of drug candidates and improving their pharmacological profiles.
Used in Chemical Research:
METHYL-2,3,4-TRI-O-ACETYL-6-BROMO-6-DEOXY-ALPHA-D-GLUCOPYRANOSIDE is employed as a research tool in chemical studies. Its distinctive structure and properties contribute to a better understanding of the reactivity and behavior of glucopyranoside derivatives, which can lead to the discovery of novel chemical reactions and applications.

InChI:InChI=1/C13H19BrO8/c1-6(15)19-10-9(5-14)22-13(18-4)12(21-8(3)17)11(10)20-7(2)16/h9-13H,5H2,1-4H3

Upstream product

• 21893-05-0 methyl 2,3,4-tri-O-acetyl-6-azido-6-deoxy-β-L-idopyranoside 
• 108-24-7 acetic anhydride 
• 7465-44-3 methyl 6-bromo-6-deoxy-α-D-glucopyranoside 
• 97-30-3 methyl-alpha-D-glucopyranoside 

Downstream Products

• 21893-05-0 methyl 2,3,4-tri-O-acetyl-6-azido-6-deoxy-β-L-idopyranoside 
• 1622081-15-5 methyl 2,3,4-tri-O-acetyl-6-deoxy-6-phenylseleno-α-D-glucopyranoside 
• 129905-39-1 methyl 2,3,4-tri-O-acetyl-6-deoxy-6-phenylthio-α-D-glucopyranoside 
• 7465-44-3 methyl 6-bromo-6-deoxy-α-D-glucopyranoside 

Relevant academic research and scientific papers

A novel protocol for the regioselective bromination of primary alcohols in unprotected carbohydrates or glycosides

The regioselective and efficient bromination of primary hydroxyl groups in unprotected carbohydrates or glycosides is successfully achieved by using (chloro-phenylthio-methylene)dimethylammoniumchloride (CPMA) in the presence of tetrabutylammonium bromide

Multichromophoric Cyclodextrins. 1. Synthesis of O-Naphthoyl-β-cyclodextrins and Investigation of Excimer Formation and Energy Hopping

The synthesis and photophysical properties of β-cyclodextrins bearing seven 2-naphthoyloxy chromophores in specific positions, either on the primary face or the secondary face, or 14 2-naphthoyloxy chromophores, seven on each face, are reported. These multichromophoric cyclodextrins are good models for the study of excitation energy migration among chromophores in well-defined positions. The investigation was performed in dichloromethane and in a mixture of ethanol and methanol that can form a glass at low temperature. The absorption spectra show that the interactions between chromophores in the ground state are weak, whereas the fluorescence spectra reveal the existence of excimers at room temperature but not at low temperature in a rigid glass. Further evidence of excimer formation is provided by the fluorescence decays. Since excimers act as energy traps, the energy hopping process was studied in a rigid glass at low temperature by steady-state and time-resolved fluorescence depolarization techniques. The steady-state anisotropy is found to be one seventh of the theoretical limiting anisotropy 0.4, which means that excitation energy hops between chromophores with essentially randomly oriented transition moments at a rate much higher than the chromophore intrinsic decay rate. Energy hopping is indeed very fast as shown by the fluorescence anisotropy decay which is at least as fast as the apparatus time resolution (a few tens of picoseconds).

Dioxolanylium Ions Derived from Carbohydrates. IX. Rearrangement between Dioxolanylium and Dioxanylium Ions

The formation of 4,6-acetoxonium and benzoxonium ion derivatives of methyl gluco-, manno-, galacto- and idopyranosides from the 6-azido-6-deoxy compounds on treatment with nitrosonium ion is described and the formation and rearrangement of the 3,5-benzoxonium ion derived from methyl α-d-xylofuranoside discussed.