1581705-15-8

Basic information

• Product Name: 2-phenylselenenylethyl 4-O-benzyl-2,3-dideoxy-β-D-arabino-2-enopyranoside
• CAS NO: 1581705-15-8
• Molecular Weight: 389.353
• Mol File: 1581705-15-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2-phenylselenenylethyl 4-O-benzyl-2,3-dideoxy-β-D-arabino-2-enopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 2-phenylselenenylethyl 4-O-benzyl-2,3-dideoxy-β-D-arabino-2-enopyranoside(1581705-15-8)
• EPA Substance Registry System: 2-phenylselenenylethyl 4-O-benzyl-2,3-dideoxy-β-D-arabino-2-enopyranoside(1581705-15-8)

Safety Data

• Hazardous Substances Data: 1581705-15-8(Hazardous Substances Data)

Upstream product

• 3152-43-0 3,4-di-O-acetyl-D-arabinal 
• 100-39-0 benzyl bromide 
• 65275-32-3 2-(phenylselenyl)ethanol 

Downstream Products

• 1581705-16-9 vinyl 4-O-benzyl-2,3-dideoxy-α-D-arabino-2-enopyranoside 
• 1581705-17-0 2-[(3S,4R)-3-(benzyloxy)-3,4-dihydro-2H-pyran-4-yl]acetaldehyde 
• 1581705-18-1 (1S,4S,5S)-4-(benzyloxy)-2,8-dioxabicyclo[3.3.1]non-6-ene 

Relevant articles and documents

Stereoselective construction of 2,8-dioxabicyclo[3.3.1]nonane/nonene systems from 3-C-branched glycals

A stereoselective approach for the formation of 2,8-dioxabicyclo[3.3.1] nonane/nonene frameworks through the formation of 3-C-branched glycals encompassing the Claisen rearrangement of the carbohydrate-derived allyl-vinyl ethers and TMSOTf-catalyzed acetalization reactions as key steps is revealed. A novel acetalization of 3-C-branched glycals with a tentative mechanism is proposed. The expedient protocol is evaluated by synthesizing a number of 2,8-dioxabicyclo[3.3.1]nonane/nonene architectures. An efficient, stereoselective intramolecular acetalization of 3-C-branched glycal derivatives to provide 2,8-dioxabicyclo[3.3.1]nonane/nonene frameworks is described. The generality of the reaction is investigated and a plausible mechanism is postulated. Copyright