153745-68-7

Basic information

• Product Name: phenyl 1-thio-L-rhamnopyranoside
• Synonyms: phenyl 1-thio-L-rhamnopyranoside
• CAS NO: 153745-68-7
• Molecular Weight: 256.323
• Mol File: 153745-68-7.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: phenyl 1-thio-L-rhamnopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl 1-thio-L-rhamnopyranoside(153745-68-7)
• EPA Substance Registry System: phenyl 1-thio-L-rhamnopyranoside(153745-68-7)

Safety Data

• Hazardous Substances Data: 153745-68-7(Hazardous Substances Data)

Upstream product

• 73-34-7 L-rhamnose 
• 108-98-5 thiophenol 
• 153745-67-6 phenyl 2,3,4-tri-O-acetyl-1-thio-β-L-rhamnopyranoside 
• 7404-35-5 1,2,3,4-tetra-O-acetyl-L-rhamnopyranose 

Downstream Products

• 210426-02-1 2,3,4-tri-O-benzyl-L-rhamnopyranose 
• 259827-51-5 2,3,4-tri-O-benzyl-L-rhamnono-δ-lactone 
• 1595290-45-1 C₃₁H₃₄O₄ 
• 1595290-28-0 C₃₃H₃₈O₄ 
• 131870-59-2 1-(phenylsulfonyl)-3,4-di-O-benzyl-L-rhamnal 
• 331456-83-8 S-phenyl 2,3-O-isopropylidene-4-O-(tert-butyldimethylsilyl)-1-thio-α-L-rhamnopyranoside 
• 104495-20-7 2,3,4-tris-O-(phenylmethyl)-α-L-rhamnopyranosyl fluoride 
• 86795-38-2 2,3,4-tri-O-(phenylmethyl)-α-L-rhamnopyranoside 

Relevant articles and documents

A Mechanistic Probe into 1,2-cis Glycoside Formation Catalyzed by Phenanthroline and Further Expansion of Scope

Phenanthroline, a rigid and planar compound with two fused pyridine rings, has been used as a powerful ligand for metals and a binding agent for DNA/RNA. We discovered that phenanthroline could be used as a nucleophilic catalyst to efficiently access high

Ni-Catalyzed Suzuki-Miyaura Cross-Coupling of α-Oxo-vinylsulfones to Prepare C-Aryl Glycals and Acyclic Vinyl Ethers

We demonstrate that readily available and bench-stable α-oxo-vinylsulfones are competent electrophiles in Ni-catalyzed Suzuki-Miyaura cross-coupling reactions. The C-sulfone bond in the α-oxo-vinylsulfone motif is cleaved chemoselectively in these reactions, furnishing C-aryl glycals or acyclic vinyl ethers in high yields. These reactions proceed under mild conditions and tolerate a remarkable scope of heterocycles and functional groups. Preliminary mechanistic studies revealed the importance of an α-heteroatom in facilitating these transformations.

Synthesis of C-spiro-glycoconjugates from sugar lactones via zinc mediated Barbier reaction

Anomeric gem-diallylation, mono-β-crotylation and mono-β- propargylation of sugar 1,5 and 1,4 lactones have been achieved under Barbier reaction conditions using Zn powder and a catalytic amount of TMSCl as an activator. Ring closing olefin metathesis of the synthesized gem-diallyl derivatives furnished C-spiro cyclopentene glycosides. Finally, the cyclopentene rings were converted into carbohydrate based tricyclic morpholine fused triazole glycoconjugates as potential SGLT2 inhibitors.