1002754-00-8

Basic information

• Product Name: 3-((2R,3S,4S,5S,6S)-3-azido-6-(benzyloxy)-tetrahydro-4,5-dihydroxy-2H-pyran-2-yl)propyl methanesulfonate
• Synonyms: 3-((2R,3S,4S,5S,6S)-3-azido-6-(benzyloxy)-tetrahydro-4,5-dihydroxy-2H-pyran-2-yl)propyl methanesulfonate
• CAS NO: 1002754-00-8
• Molecular Weight: 401.441
• Mol File: 1002754-00-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 3-((2R,3S,4S,5S,6S)-3-azido-6-(benzyloxy)-tetrahydro-4,5-dihydroxy-2H-pyran-2-yl)propyl methanesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: 3-((2R,3S,4S,5S,6S)-3-azido-6-(benzyloxy)-tetrahydro-4,5-dihydroxy-2H-pyran-2-yl)propyl methanesulfonate(1002754-00-8)
• EPA Substance Registry System: 3-((2R,3S,4S,5S,6S)-3-azido-6-(benzyloxy)-tetrahydro-4,5-dihydroxy-2H-pyran-2-yl)propyl methanesulfonate(1002754-00-8)

Safety Data

• Hazardous Substances Data: 1002754-00-8(Hazardous Substances Data)

Upstream product

• 691870-87-8 4-(tert-butyldimethylsilyloxy)-1-(furan-2-yl)butan-1-one 
• 120853-04-5 1-(furan-2-yl)-4-hydroxybutan-1-one 
• 1002754-11-1 (2R,3S,6S)-6-(benzyloxy)-3,6-dihydro-2-(3-tert-butyldimethylsilyloxypropyl)-2H-pyran-3-yl methyl carbonate 
• 1002754-01-9 (2R,3S,6S)-3-azido-6-(benzyloxy)-3,6-dihydro-2-(3-tert-butyldimethylsilyloxypropyl)-2H-pyran 
• 1002754-04-2 (2R,6S)-6-(benzyloxy)-2-(3-tert-butyldimethylsilyloxypropyl)-2H-pyran-3(6H)-one 
• 1002754-27-9 tert-butyl (6R)-5,6-dihydro-6-(3-tert-butyldimethylsilyloxypropyl)-5-oxo-2H-pyran-2-yl carbonate 
• 1002754-15-5 3-((2R,3S,6S)-3-azido-6-(benzyloxy)-3,6-dihydro-2H-pyran-2-yl)propan-1-ol 
• 886852-69-3 (R)-1-(furan-2-yl)-4-tert-butyldimethylsilyloxybutan-1-ol 
• 1002754-03-1 (2R)-6-hydroxy-2-(3-tert-butyldimethylsilyloxypropyl)-2H-pyran-3(6H)-one 
• 1002754-16-6 3-((2R,3S,6S)-3-azido-6-(benzyloxy)-3,6-dihydro-2H-pyran-2-yl)propyl methanesulfonate 

Downstream Products

• 72741-87-8 swainsonine 

Relevant articles and documents

De novo asymmetric syntheses of d-, l- and 8-epi-d-swainsonine

A highly enantioselective and stereocontrolled approach to d-, l- and 8-epi-d-swainsonine has been developed from achiral furan and γ-butyrolactone. A one-pot hydrogenolysis of both azide and benzyl ether followed by an intramolecular reductive amination has been employed as key step to establish the indolizidine ring system. The absolute stereochemistry was installed by the Noyori reduction and the relative stereochemistry by the use of several highly diastereoselective palladium-catalyzed glycosylation, Luche reduction, dihydroxylation, and palladium-catalyzed azide allylation reactions. This practical approach provide multigram quantities of indolizidine natural product d-swainsonine in 13 steps and 25% overall yield.