114102-89-5

Usage

Uses

Used in Organic Synthesis:
2-Nitrophenyl6-O-trityl-b-D-galactopyranoside is used as a key intermediate in the synthesis of glycosides and other organic compounds. Its unique structure allows for the formation of various derivatives, facilitating the development of new chemical entities with potential applications in various fields.
Used in Carbohydrate Chemistry Research:
In the field of carbohydrate chemistry, 2-Nitrophenyl6-O-trityl-b-D-galactopyranoside is used as a model compound for studying the properties and reactions of carbohydrates. Its trityl-protected hydroxyl group enables the investigation of selective reactions and the development of new synthetic strategies for carbohydrate derivatives.
Used in Pharmaceutical Research:
2-Nitrophenyl6-O-trityl-b-D-galactopyranoside is employed as a building block in the design and synthesis of pharmaceutical compounds, particularly those targeting carbohydrate-binding proteins or enzymes. Its unique structure and reactivity contribute to the development of novel drug candidates with potential therapeutic applications.
Used in Biotechnology Research:
In biotechnology, 2-Nitrophenyl6-O-trityl-b-D-galactopyranoside is utilized in the development of biosensors, diagnostic tools, and other bioanalytical methods. Its ability to interact with specific biological molecules makes it a valuable component in the design of assays for detecting and quantifying target analytes.
Used in Chemical and Biochemical Research:
2-Nitrophenyl6-O-trityl-b-D-galactopyranoside is a valuable compound in various fields of chemical and biochemical research, including the study of enzyme mechanisms, the development of new synthetic methods, and the exploration of carbohydrate-based materials and their applications. Its unique properties and reactivity make it an essential tool for researchers in these areas.

Upstream product

• 5333-62-0 benzyl trityl ether 
• 2816-24-2 o-nitrophenyl D-galactopyranoside 
• 76-83-5 trityl chloride 
• 114102-86-2 o-nitrophenyl β-D-galactopyranoside 6-(diphenylphosphate) 

Relevant academic research and scientific papers

Benzyl trityl ether and DDQ as new tritylating reagents

We describe herein a new tritylation procedure of alcohols using benzyl trityl ether and 2,3-dichloro-5,6-dicyano-1,4-benzoquinone. The reaction involves oxidative abstraction of one of the benzylic protons of benzyl trityl ether, followed by transformation of the generated benzyl trityl ether cation into a complex of benzaldehyde and trityl cation. The present procedure proceeds under mild neutral conditions to afford trityl ethers in generally good yields for primary alcohols, and in acceptable yields for several secondary alcohols.

DIFFERENT ROTAMETER POPULATIONS AROUND THE C-5-C-6 BOND FOR α-AND β-D-GALACTOPYRANOSIDES THROUGH THE COMBINED INTERACTION OF THE GAUCH AND ANOMERIC EFFECTS: A 300-MHz 1H-N.M.R. AND MNDO STUDY

A 300-MHz 1H-n.m.r. study of methyl 2,3,4-tri-O-methyl-α-(1) and -β-D-galactopyranoside 6-(dimethyl phosphate) (3), using various solvents, shows that the gauche (gg) rotamer populations about the C-5-C-6 bond are the same in all solvents, whereas those of the gauche(trans) (gt) and trans(gauche) (tg, O-5 and O-6 trans) rotamers are solvent dependent.The tg population increases with decreasing polarity of the solvent, which is attributed to an increased electrostatic repulsion between O-5 and O-6 in apolar-solvents.The tg population of 3 is larger than that of 1 and the same difference is observed in the corresponding compounds (2 and4) which have a trigonal-bipyramidal five coordinated phosphorous /P5) at position 6 and which have a higher electron density at O-6.These differences in rotamer populations are due to an effect additional to that of the coulombic effect between O-5 and O-6.That these differences are caused by a combination of the gauche and anomeric effects is supported by the finding that the tg population increases with increasing pKa of the group at C-1.The results of the n.m.r. measurements (in CCl4) are reproduced fairly accurated by MNDO calculations on model systems.The solvent dependence of the rotamer population around the C-5-C-6 bond is a good criterion for the assignment of the H-6S,6R resonances since, for galactopyranosides, J5,6S increases and J5,6R decreases as the polarity of the solvent decreases.