131897-04-6

Basic information

• Product Name: phenyl 2,3,4-tri-O-benzyl-1-thio-α-L-rhamnopyranoside
• Synonyms: phenyl 2,3,4-tri-O-benzyl-1-thio-α-L-rhamnopyranoside
• CAS NO: 131897-04-6
• Molecular Weight: 526.697
• Mol File: 131897-04-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: phenyl 2,3,4-tri-O-benzyl-1-thio-α-L-rhamnopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl 2,3,4-tri-O-benzyl-1-thio-α-L-rhamnopyranoside(131897-04-6)
• EPA Substance Registry System: phenyl 2,3,4-tri-O-benzyl-1-thio-α-L-rhamnopyranoside(131897-04-6)

Safety Data

• Hazardous Substances Data: 131897-04-6(Hazardous Substances Data)

Upstream product

• 1214-98-8 phenyl 1-thio-α-L-rhamnopyranose 
• 100-44-7 benzyl chloride 
• 30021-94-4 1,2,3,4-O-tetraacetyl-α-L-rhamnopyranose 
• 73-34-7 L-rhamnose 
• 108740-74-5 phenyl 2,3,4-tri-O-acetyl-1-thio-α-L-rhamnopyranoside 
• 7404-35-5 1,2,3,4-tetra-O-acetyl-L-rhamnopyranose 
• 100-39-0 benzyl bromide 

Downstream Products

• 851033-73-3 2,3,4-tri-O-benzyl-1-(phenylsulfinyl)-α-L-rhamnopyranoside 
• 131771-60-3 (2S,3R,4R,5S,6S)-2-Benzenesulfonyl-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran 
• 210426-02-1 2,3,4-tri-O-benzyl-L-rhamnopyranose 
• 131870-59-2 1-(phenylsulfonyl)-3,4-di-O-benzyl-L-rhamnal 
• 131771-61-4 (-)-(5R,6S)-5-benzyloxy-6-methyl-5,6-dihydro-2H-pyran-2-one 
• 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 
• 940006-52-0 S-phenyl 3-O-benzyl-α-L-thiorhamnopyranoside 
• 129796-69-6 3β-cholestanyl 2,3,4-tri-O-benzyl-α-L-rhamnopyranoside 
• 129796-70-9 3β-cholestanyl 2,3,4-tri-O-benzyl-β-L-rhamnopyranoside 
• 851033-75-5 3-N-benzoyl-2',3'-di-O-benzoyl-5'-O-(2,3,4-tri-O-benzyl-β-L-rhamnopyranosyl)-uridine 
• 851033-74-4 3-N-benzoyl-2',3'-di-O-benzoyl-5'-O-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-uridine 
• 851033-78-8 3'-O-acetyl-5'-O-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)thymidine 

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.

Total synthesis of calonyctin A2, a macrolidic glycolipid with plant growth-promoting activity

Calonyctin A2, a tetrasaccharidic glycolipid having a 22-membered macrolidic structure, has been synthesized by the assembly of three 6- deoxygenated thioglycoside intermediates. The short-step synthesis was achieved by preparation of the most complicated