131724-82-8

Basic information

• Product Name: Phenyl 1-Thio-α-L-rhamnopyranoside
• Synonyms: Phenyl 1-Thio-α-L-rhamnopyranoside;Phenyl 6-Deoxy-1-thio-α-L-Mannopyranoside
• CAS NO: 131724-82-8
• Molecular Formula: C₁₂H₁₆O₄S
• Molecular Weight: 256.31804
• Product Categories: 13C & 2H Sugars;Carbohydrates & Derivatives;Sulfur & Selenium Compounds
• Mol File: 131724-82-8.mol
• Article Data: 14

Chemical Properties

• Melting Point: 98°C
• Appearance: /
• Solubility: DMF, Methanol
• CAS DataBase Reference: Phenyl 1-Thio-α-L-rhamnopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: Phenyl 1-Thio-α-L-rhamnopyranoside(131724-82-8)
• EPA Substance Registry System: Phenyl 1-Thio-α-L-rhamnopyranoside(131724-82-8)

Safety Data

• Hazardous Substances Data: 131724-82-8(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

Phenyl 1-Thio-α-L-rhamnopyranoside (cas# 131724-82-8) is a compound useful in organic synthesis.

Upstream product

• 940006-58-6 S-phenyl 2-O-acetyl-4-O-benzyl-3-O-(4-methoxybenzyl)-α-L-thiorhamnopyranoside 
• 153745-67-6 phenyl 2,3,4-tri-O-acetyl-1-thio-β-L-rhamnopyranoside 
• 883884-80-8 1,2,3,4-tetra-O-acetyl-L-rhamnose 
• 6014-42-2 L-rhamnose 
• 73-34-7 L-rhamnose 
• 7404-35-5 1,2,3,4-tetra-O-acetyl-L-rhamnopyranose 
• 3615-41-6 L-Rhamnose 
• 108-98-5 thiophenol 
• 108740-74-5 phenyl 2,3,4-tri-O-acetyl-1-thio-α-L-rhamnopyranoside 
• 30021-94-4 1,2,3,4-O-tetraacetyl-α-L-rhamnopyranose 

Downstream Products

• 940006-51-9 S-phenyl 3-O-(2-naphthylmethyl)-α-L-thiorhamnopyranoside 
• 940006-52-0 S-phenyl 3-O-benzyl-α-L-thiorhamnopyranoside 
• 849938-16-5 phenyl 2-O-benzyl-1-thio-α-L-rhamnopyranoside 
• 940006-62-2 phenyl 2,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside 
• 940006-53-1 S-phenyl 2,4-di-O-benzyl-3-O-(2-naphthylmethyl)-α-L-thiorhamnopyranoside 
• 940006-60-0 phenyl 2,3-O-isopropylidene-4-O-(2-naphthylmethyl)-1-thio-α-L-rhamnopyranoside 
• 940006-61-1 phenyl 2,3-di-O-benzyl-4-O-(2-naphthylmethyl)-1-thio-α-L-rhamnopyranoside 
• 131087-36-0 phenyl 6-deoxy-2,3-O-isopropylidene-1-thio-α-L-lyxo-hexopyranosid-4-ulose 
• 131675-54-2 phenyl 3-O-methyl-1-thio-α-L-rhamnopyranoside 
• 131087-35-9 phenyl 2,3-O-isopropylidene-1-thio-α-L-rhamnopyranoside 

Relevant articles and documents

Slow glycosylation: Activation of trichloroacetimidates under mild conditions using lithium salts and the role of counterions

Glycosylations were carried out with the two glycosyl donors 4-O-acetyl-2,3-O-isopropylidene-1-O-trichloroacetimidoyl-α-L-rhamnopyranose and 2,3,4-tri-O-benzyl-1-O-trichloro-acetimidoyl-α-L-rhamnopyranose in combination with the two alcohols 1-adamantanol and L-menthol as model glycosyl acceptors. As catalysts, the five lithium salts LiNTf2, LiI, LiClO4, LiPF6 and LiOTf were investigated. We demonstrated that both lithium and the respective counterions are playing a role in the activation of trichloroacetimidate glycosyl donors at rt. Under these very mild conditions, the glycosylations are slow and completed in two to eight days. Depending on the counterion, the rate and yield of the reaction differs; however, the selectivity of all investigated lithium salts is deficient.

A concise synthesis of rhamnan oligosaccharides with alternating α-(1→2)/(1→3)-linkages and repeating α-(1→3)-linkages by iterative α-glycosylation using disaccharide building blocks

A concise synthetic route to rhamnan oligosaccharides with alternating α-(1→2)/(1→3)-linkages and repeating α-(1→3)-linkages is reported. This synthesis was achieved by iterative α-glycosylation using disaccharide building blocks and through orthogonal co

Synthesis of all eight stereoisomeric 6-deoxy-l-hexopyranosyl donors - Trends in using stereoselective reductions or mitsunobu epimerizations

The synthesis of all eight rare but biologically important 6deoxy-L-hexoses as their thioglycoside glycosyl donors starting from the commercially available L-rhamnose or L-fucose is reported. The synthesis of all eight 6-deoxy-L-hexoses was accomplished u