305384-19-4

Basic information

• Product Name: (1R,2S,3R,4S,5R)-2,3-di-O-(tert-butyldimethylsilanyl)-4-O-(triethylsilanyl)-5-hydroxymethylcyclohexane-1,2,3,4-tetrol
• Synonyms: (1R,2S,3R,4S,5R)-2,3-di-O-(tert-butyldimethylsilanyl)-4-O-(triethylsilanyl)-5-hydroxymethylcyclohexane-1,2,3,4-tetrol
• CAS NO: 305384-19-4
• Molecular Weight: 520.973
• Mol File: 305384-19-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1R,2S,3R,4S,5R)-2,3-di-O-(tert-butyldimethylsilanyl)-4-O-(triethylsilanyl)-5-hydroxymethylcyclohexane-1,2,3,4-tetrol(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2S,3R,4S,5R)-2,3-di-O-(tert-butyldimethylsilanyl)-4-O-(triethylsilanyl)-5-hydroxymethylcyclohexane-1,2,3,4-tetrol(305384-19-4)
• EPA Substance Registry System: (1R,2S,3R,4S,5R)-2,3-di-O-(tert-butyldimethylsilanyl)-4-O-(triethylsilanyl)-5-hydroxymethylcyclohexane-1,2,3,4-tetrol(305384-19-4)

Safety Data

• Hazardous Substances Data: 305384-19-4(Hazardous Substances Data)

Upstream product

• 305384-18-3 (1S,2S,3R,4S,5R)-3,4-bis-(tert-butyldimethylsilanyloxy)-2-(triethylsilanyloxy)-6-oxabicyclo[3.2.1]octan-7-one 
• 305384-14-9 (1'S,2'R,5R)-5-[1,2,3-tris-(tert-butyldimethylsilanyloxy)propyl]dihydrofuran-2-one 
• 305384-17-2 (1S,2S,3R,4S,5R)-3,4-bis-(tert-butyldimethylsilanyloxy)-2-hydroxy-6-oxabicyclo[3.2.1]octan-7-one 
• 305384-15-0 (1'S,2'R,5R)-5-[1,2-bis-(tert-butyldimethylsilanyloxy)-3-hydroxypropyl]dihydrofuran-2-one 
• 305384-16-1 (2S,2'R,3S)-2,3-bis-(tert-butyldimethylsilanyloxy)-3-(5-oxo-tetrahydrofuran-2-yl)propionaldehyde 
• 190430-52-5 (R)-5-((S)-((tert-butyldimethylsilyl)oxy)((R)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)dihydrofuran-2(3H)-one 
• 266345-89-5 (1'S,2'R,5R)-5-[1-(tert-butyldimethylsilanyloxy)-2,3-dihydroxypropyl]dihydrofuran-2-one 
• 127940-36-7 (5R)-5-((S)-[((R)-2,2-dimethyl-1,3-dioxolan-4-yl)hydroxymethyl])-5H-furan-2-one 
• 69739-34-0 t-butyldimethylsiyl triflate 
• 69863-70-3 (R)-5-((S)-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)(hydroxy)methyl)dihydrofuran-2(3H)-one 

Relevant articles and documents

Variable strategy toward carbasugars and relatives. 1. Stereocontrolled synthesis of pseudo-β-D-gulopyranose, pseudo-β-D-xylofuranose, (Pseudo-β-D-gulopyranosyl)amine, and (pseudo-β-D-xylofuranosyl)amine

Four novel, chiral nonracemic carbasugars have been synthesized from 1,2-O-isopropylidene-D-glyceraldehyde. Furan- and pyrrole-based 2-silyloxy dienesmimics of the α,γ-dianions of γ-hydroxy- and γ-aminobutanoic acid, respectivelynicely served to complete the syntheses of two all-oxygen compounds, pseudo-β-D-gulopyranose and pseudo-β-D-xylofuranose, and two 'anomeric' amino derivatives, (pseudo-β-D-gulopyranosyl)amine (1,2,4-tri-epi-validamine) and (pseudo-β-D-xylofuranosyl)amine. Two sequential, highly diastereoselective carboncarbon bond-forming maneuvers, i.e., a vinylogous crossed aldol addition and an intramolecular aldolization, proved central to these constructions. The fact that readily available heterocyclic diene scaffolds can be employed in the assembly of a varied repertoire of carbasugars and analogues widens the prospects of dienoxy silane chemistry.