849938-16-5

Basic information

• Product Name: Phenyl-α-O-benzyl-1-thio-α-L-rhamnopyranoside
• Synonyms: Phenyl-α-O-benzyl-1-thio-α-L-rhamnopyranoside;Phenyl 6-Deoxy-2-O-(phenylMethyl)-1-thio-α-L-Mannopyranoside
• CAS NO: 849938-16-5
• Molecular Formula: C₁₉H₂₂O₄S
• Molecular Weight: 346.44058
• Product Categories: 13C & 2H Sugars;Carbohydrates & Derivatives;Sulfur & Selenium Compounds
• Mol File: 849938-16-5.mol
• Article Data: 4

Chemical Properties

• Melting Point: 92-94?C
• Appearance: /
• Solubility: Dichloromethane, Ethyl Acetate, Methanol
• CAS DataBase Reference: Phenyl-α-O-benzyl-1-thio-α-L-rhamnopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: Phenyl-α-O-benzyl-1-thio-α-L-rhamnopyranoside(849938-16-5)
• EPA Substance Registry System: Phenyl-α-O-benzyl-1-thio-α-L-rhamnopyranoside(849938-16-5)

Safety Data

• Hazardous Substances Data: 849938-16-5(Hazardous Substances Data)

Usage

Description

Phenyl-α-O-benzyl-1-thio-α-L-rhamnopyranoside is a synthetic compound characterized by its unique structure, which features a phenyl group, a benzyl group, and a thio-linked rhamnopyranoside moiety. Phenyl-α-O-benzyl-1-thio-α-L-rhamnopyranoside is known for its potential applications in various fields, particularly in organic synthesis, due to its versatile chemical properties.

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

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

Downstream Products

• 849938-20-1 phenyl 3,4-di-O-acetyl-2-O-benzyl-1-thio-α-L-rhamnopyranoside 
• 910041-16-6 phenyl 3,4-di-O-butyryl-2-O-benzyl-1-thio-α-L-rhamnopyranoside 
• 910041-17-7 3,4-di-O-butyryl-2-O-benzyl-1-thio-α-L-rhamnopyranosyl bromide 
• 849938-23-4 3,4-di-O-acetyl-2-O-benzyl-α-L-rhamnopyranosyl bromide 
• 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 
• 77307-50-7 Kaempferol-3-O-(3,4-O-diacetyl-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 

Relevant articles and documents

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.

SYNTHESIS OF INHIBITORS OF P90RSK

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