194991-50-9

Basic information

• Product Name: (2S,3S,4R,5S)-2-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
• Synonyms: (2S,3S,4R,5S)-2-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
• CAS NO: 194991-50-9
• Molecular Weight: 164.158
• Mol File: 194991-50-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (2S,3S,4R,5S)-2-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3S,4R,5S)-2-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol(194991-50-9)
• EPA Substance Registry System: (2S,3S,4R,5S)-2-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol(194991-50-9)

Safety Data

• Hazardous Substances Data: 194991-50-9(Hazardous Substances Data)

Upstream product

• 20197-42-6 tagatose (β-pyranose) 
• 137396-21-5 1,2,3,4-Tetra-O-acetyl-5,6-didesoxy-6-phenylsulfinyl-D-xylohexitol 
• 137396-20-4 1,2,3,4-Tetra-O-acetyl-5-desoxy-6-S-phenyl-6-thio-D-xylo-hexitol 
• 137396-19-1 5-Desoxy-6-S-phenyl-6-thiofructose 
• 137396-22-6 1,3,4,5,6-Penta-O-acetyl-2-desoxy-L-gulo-S-phenyl-hemithioacetal 

Relevant articles and documents

Selective C?O Bond Cleavage of Sugars with Hydrosilanes Catalyzed by Piers’ Borane Generated In Situ

Described herein is the selective reduction of sugars with hydrosilanes catalyzed by using Piers’ borane [(C6F5)2BH] generated in situ. The hydrosilylative C?O bond cleavage of silyl-protected mono- and disaccharides in the presence of a (C6F5)2BH catalyst, generated in situ from (C6F5)2BOH, takes place with excellent chemo- and regioselectivities to provide a range of polyols. A study of the substituent effects of sugars on the catalytic activity and selectivity revealed that the steric environment around the anomeric carbon (C1) is crucial.