849938-16-5

Usage

Uses

Used in Organic Synthesis:
Phenyl-α-O-benzyl-1-thio-α-L-rhamnopyranoside is used as a synthetic intermediate for the preparation of various organic compounds. Its unique structure allows for a wide range of chemical reactions, making it a valuable building block in the synthesis of complex organic molecules.
Used in Pharmaceutical Industry:
Phenyl-α-O-benzyl-1-thio-α-L-rhamnopyranoside is used as a key component in the development of new pharmaceutical agents. Its ability to participate in various chemical reactions enables the creation of novel drug candidates with potential therapeutic applications.
Used in Chemical Research:
Phenyl-α-O-benzyl-1-thio-α-L-rhamnopyranoside is utilized as a research tool in chemical laboratories. Its unique properties make it an interesting subject for studying various chemical reactions and mechanisms, contributing to the advancement of organic chemistry.

Upstream product

• 940006-56-4 S-phenyl 2,4-di-O-benzyl-3-O-(4-methoxybenzyl)-α-L-thiorhamnopyranoside 
• 940006-61-1 phenyl 2,3-di-O-benzyl-4-O-(2-naphthylmethyl)-1-thio-α-L-rhamnopyranoside 
• 940006-62-2 phenyl 2,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside 
• 131897-04-6 phenyl 2,3,4-tri-O-benzyl-1-thio-α-L-rhamnopyranoside 
• 146399-74-8 phenyl 4-O-benzyl-1-thio-α-L-rhamnopyranoside 
• 131087-35-9 phenyl 2,3-O-isopropylidene-1-thio-α-L-rhamnopyranoside 
• 1214-98-8 phenyl 1-thio-α-L-rhamnopyranose 
• 100-39-0 benzyl bromide 
• 940006-54-2 S-phenyl 4-O-benzyl-3-O-(4-methoxybenzyl)-α-L-thiorhamnopyranoside 
• 940006-53-1 S-phenyl 2,4-di-O-benzyl-3-O-(2-naphthylmethyl)-α-L-thiorhamnopyranoside 
• 940006-51-9 S-phenyl 3-O-(2-naphthylmethyl)-α-L-thiorhamnopyranoside 
• 940006-60-0 phenyl 2,3-O-isopropylidene-4-O-(2-naphthylmethyl)-1-thio-α-L-rhamnopyranoside 
• 940006-58-6 S-phenyl 2-O-acetyl-4-O-benzyl-3-O-(4-methoxybenzyl)-α-L-thiorhamnopyranoside 
• 849938-12-1 phenyl 2-O-benzyl-3,4-O-(2,3-dimethoxybutane-2,3-diyl)-1-thio-α-L-rhamnopyranoside 

Downstream Products

• 910041-16-6 phenyl 3,4-di-O-butyryl-2-O-benzyl-1-thio-α-L-rhamnopyranoside 
• 1382229-72-2 methoxyethyl 2-O-benzyl-3,4-di-O-TIPS-α-L-rhamnopyranoside 
• 1382229-75-5 methoxyethyl 2-O-benzyl-3,4-di-O-TIPS-β-L-rhamnopyranoside 
• 1382229-86-8 cyclohexyl 2-O-benzyl-3,4-di-O-TIPS-α-L-rhamnopyranoside 
• 1382229-89-1 cyclohexyl 2-O-benzyl-3,4-di-O-TIPS-β-L-rhamnopyranoside 
• 1382229-40-4 phenyl 2,3,6-tri-O-benzyl-4-O-(2-O-benzyl-3,4-di-O-TIPS-α-L-rhamnopyranosyl)-1-thio-β-D-glucopyranoside 
• 1382229-79-9 adamanty-1-l 2-O-benzyl-3,4-di-O-TIPS-α-L-rhamnopyranoside 
• 1382229-83-5 adamanty-1-l 2-O-benzyl-3,4-di-O-TIPS-β-L-rhamnopyranoside 
• 1382228-89-8 phenyl 2-O-benzyl-3,4-di-O-TIPS-1-thio-α-L-rhamnopyranoside sulfoxide 
• 77307-50-7 Kaempferol-3-O-(3,4-O-diacetyl-α-L-rhamnopyranoside) 
• 849938-27-8 5,7-bis(benzyloxy)-2-(4-benzyloxyphenyl)-3-[3,4-di-O-acetyl-2-O-benzyl-α-L-rhamnopyranosyloxy]-4H-chromen-4-one 
• 849938-23-4 3,4-di-O-acetyl-2-O-benzyl-α-L-rhamnopyranosyl bromide 
• 910041-17-7 3,4-di-O-butyryl-2-O-benzyl-1-thio-α-L-rhamnopyranosyl bromide 
• 849938-20-1 phenyl 3,4-di-O-acetyl-2-O-benzyl-1-thio-α-L-rhamnopyranoside 

Relevant academic research and scientific papers

Rhamnosylation: Diastereoselectivity of conformationally armed donors

The α/β-selectivity of super-armed rhamnosyl donors have been investigated in glycosylation reactions. The solvent was found to have a minor influence, whereas temperature was crucial for the diastereoselectivity. At very low temperature, a modest β-selectivity could be obtained, and increasing temperature gave excellent α-selectivity. The donors were highly reactive, and activation was observed at temperatures as low as -107 °C. Different promoter systems and leaving groups were investigated, and only activation with a heterogeneous catalyst increased the amount of the β-anomer significantly. By introducing an electron-withdrawing nonparticipating group, benzyl sulfonyl, on 2-O, an increase in β-product was observed.

Facile oxidative cleavage of 4-O-benzyl ethers with dichlorodicyanoquinone in rhamno- and mannopyranosides

On exposure to dichlorodicyanoquinone in wet dichloromethane at room temperature, equatorial 4-O-benzyl ethers are removed with moderate selectivity in the presence of other benzyl ethers in glycopyranosides and glycothiopyranosides.

Synthesis of a potent and selective inhibitor of p90 Rsk

(Chemical Equation Presented) The synthesis of the naturally occurring kaempferol glycoside SL0101 has been accomplished, as has its biochemical evaluation. SL0101 exhibits selective and potent p90 Rsk inhibitory activity at nanomolar concentrations without inhibiting the function of upstream kinases such as MEK, Raf, or PKC. The synthesis verified the structural assignment of the natural product and has provided access to material sufficient for detailed biological evaluation.