848900-41-4

Basic information

• Product Name: p-tolyl 5,6-O-isopropylidene-1-thio-β-D-galactofuranoside
• Synonyms: p-tolyl 5,6-O-isopropylidene-1-thio-β-D-galactofuranoside
• CAS NO: 848900-41-4
• Molecular Weight: 326.414
• Mol File: 848900-41-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: p-tolyl 5,6-O-isopropylidene-1-thio-β-D-galactofuranoside(CAS DataBase Reference)
• NIST Chemistry Reference: p-tolyl 5,6-O-isopropylidene-1-thio-β-D-galactofuranoside(848900-41-4)
• EPA Substance Registry System: p-tolyl 5,6-O-isopropylidene-1-thio-β-D-galactofuranoside(848900-41-4)

Safety Data

• Hazardous Substances Data: 848900-41-4(Hazardous Substances Data)

Upstream product

• 920267-56-7 4-methylphenyl 1-thio-β-D-galactofuranoside 
• 67-64-1 acetone 
• 90244-45-4 methyl 2,3,5,6-tetra-O-acetyl-α/β-D-galactofuranoside 
• 106-45-6 para-thiocresol 
• 77-76-9 2,2-dimethoxy-propane 

Downstream Products

• 1374633-02-9 (2S,3S,4R,5S)-4-(tert-butyldiphenylsilyloxy)-2-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-5-(p-tolylthio)tetrahydrofuran-3-yl 4-oxopentanoate 
• 1374633-03-0 (2S,3R,4R,5S)-2-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-hydroxy-5-(p-tolylthio)tetrahydrofuran-3-yl 4-oxopentanoate 
• 1374633-04-1 (2S,3S,4R,5S)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-(4-oxopentanoyloxy)-2-(p-tolyl-thio)tetrahydrofuran-3-yl benzoate 
• 1374632-99-1 (2R,3S,4R,5S)-4-(tert-butyldiphenylsilyloxy)-2-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-5-(p-tolylthio)tetrahydrofuran-3-ol 
• 1374633-00-7 (2S,3R,4R,5S)-4-(tert-butyldiphenylsilyloxy)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-(p-tolylthio)tetrahydrofuran-3-ol 
• 1612138-70-1 (2R,3R,4S,5S)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-(4-oxopentanoyloxy)-2-(2-phenyl-1,3-dioxan-5-yloxy)tetrahydrofuran-3-yl benzoate 
• 1611470-13-3 (2R,3R,4S,5S)-2-(1,3-bis(trityloxy)propan-2-yloxy)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-(4-oxopentanoyloxy)tetrahydrofuran-3-yl benzoate 
• 1612138-71-2 (2R,3S,4R,5R)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-hydroxy-2-(2-phenyl-1,3-dioxan-5-yloxy)tetrahydrofuran-3-yl benzoate 
• 1612138-69-8 (2S,3S,4R,5S)-2-((2S,3S,4R,5R)-4-(benzoyloxy)-2-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-5-(2-phenyl-1,3-dioxan-5-yloxy)tetrahydrofuran-3-yloxy)-5-((R)-1,2-bis(benzoyloxy)ethyl)tetrahydrofuran-3,4-diyl dibenzoate 
• 1033560-31-4 4-methylphenyl 2,3,5,6-tetra-O-benzoyl-1-thio-β-D-galactofuranoside 

Relevant articles and documents

Total synthesis of fuzinoside

The first total syntheses of fuzinoside (1b) were achieved from d-galactose through two strategies (BCA and ABC) in 11 (total yield: 5.0%) and 15 (total yield: 3.7%) steps, respectively. Comparison of NMR data of synthetic compound 1b and those of the fuzinoside isolated from the lateral roots of Aconitum carmicaelii suggests that the structure reported in the literature1,2 might not be accurate. The synthetic fuzinoside (1b) exhibited moderate cardiac activity in the isolated bullfrog heart assay.

2,3-Anhydrosugars in glycoside bond synthesis. Application to α-D-galactofuranosides

We report here the use of 2,3-anhydro-D-gulofuranosyl thioglycosides and glycosyl sulfoxides in the synthesis of α-D-galactofuranosidic bonds, which are present in a range of bacterial and fungal glycoconjugates. This two-step method involves a stereosele