153745-67-6

Basic information

• Product Name: phenyl 2,3,4-tri-O-acetyl-1-thio-β-L-rhamnopyranoside
• Synonyms: phenyl 2,3,4-tri-O-acetyl-1-thio-β-L-rhamnopyranoside
• CAS NO: 153745-67-6
• Molecular Weight: 382.434
• Mol File: 153745-67-6.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: phenyl 2,3,4-tri-O-acetyl-1-thio-β-L-rhamnopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl 2,3,4-tri-O-acetyl-1-thio-β-L-rhamnopyranoside(153745-67-6)
• EPA Substance Registry System: phenyl 2,3,4-tri-O-acetyl-1-thio-β-L-rhamnopyranoside(153745-67-6)

Safety Data

• Hazardous Substances Data: 153745-67-6(Hazardous Substances Data)

Upstream product

• 108-98-5 thiophenol 
• 30021-94-4 1,2,3,4-O-tetraacetyl-α-L-rhamnopyranose 
• 73-34-7 L-rhamnose 
• 108-24-7 acetic anhydride 
• 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 
• 153745-68-7 phenyl 1-thio-L-rhamnopyranoside 
• 131870-59-2 1-(phenylsulfonyl)-3,4-di-O-benzyl-L-rhamnal 
• 86795-38-2 2,3,4-tri-O-(phenylmethyl)-α-L-rhamnopyranoside 
• 104495-20-7 2,3,4-tris-O-(phenylmethyl)-α-L-rhamnopyranosyl fluoride 

Relevant articles and documents

Synthesis of Glycosyl Fluorides by Photochemical Fluorination with Sulfur(VI) Hexafluoride

This study describes a new convenient method for the photocatalytic generation of glycosyl fluorides using sulfur(VI) hexafluoride as an inexpensive and safe fluorinating agent and 4,4′-dimethoxybenzophenone as a readily available organic photocatalyst. This mild method was employed to generate 16 different glycosyl fluorides, including the substrates with acid and base labile functionalities, in yields of 43%-97%, and it was applied in continuous flow to accomplish fluorination on an 7.7 g scale and 93% yield.

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.

MULTIDRUG RESISTANT ANTICANCER ANTHRACYCLINES

Daunorubicin ("DNR") compounds synthesized with uncommon sugars exhibit enhanced effectiveness in treating various drug-resistant cancers.