41341-82-6

Basic information

• Product Name: 6-benzylamino-O¹,O²-isopropylidene-6-deoxy-α-D-glucofuranose
• CAS NO: 41341-82-6
• Molecular Weight: 309.362
• Mol File: 41341-82-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 6-benzylamino-O¹,O²-isopropylidene-6-deoxy-α-D-glucofuranose(CAS DataBase Reference)
• NIST Chemistry Reference: 6-benzylamino-O¹,O²-isopropylidene-6-deoxy-α-D-glucofuranose(41341-82-6)
• EPA Substance Registry System: 6-benzylamino-O¹,O²-isopropylidene-6-deoxy-α-D-glucofuranose(41341-82-6)

Safety Data

• Hazardous Substances Data: 41341-82-6(Hazardous Substances Data)

Upstream product

• 25531-72-0 1,2-isopropylidene-α-D-gluco-hexodialdo-1,4-furanose 
• 100-46-9 benzylamine 
• 15354-69-5 5,6-anhydro-1,2-O-isopropylidene-α-D-glucofuranose 

Downstream Products

• 1256742-57-0 1,2-O-isopropylidene-6-(N-benzyl-N-benzyloxycarbonyl)amino-6-deoxy-α-D-gluco-1,4-furanose 

Relevant articles and documents

Concise and practical route to tri- and tetra-hydroxy seven-membered iminocyclitols as glycosidase inhibitors from d-(+)-glucurono-γ-lactone

An efficient and short total synthesis of tetrahydroxy-1c and trihydroxy-azepane 1d is reported in 72% and 57% overall yields, respectively, from d-(+)-glucurono-γ-lactone. Thus, d-glucuronolactone 2 on acetonide protection, DIBAL-H reduction and one-pot intermolecular reductive amination followed by -NCbz protection afforded 6-(N-benzyl-N-benzyloxycarbonyl) amino-6-deoxy-1,2-O-isopropylidene-α-d-gluco-1,4-furanose 5a. 1,2-Acetonide hydrolysis in 5a and Pd-mediated intramolecular reductive aminocyclization afforded tetrahydroxyazepane 1c. An analogous pathway with 5-deoxy-1,2-O-isopropylidene-α-d-glucurono-6,3-lactone 3b gave trihydroxy-azepane 1d. Glycosidase inhibitory activity of 1c/1d was studied and 1d was found to be potent inhibitor of α-mannosidase and β-galactosidase.