1256911-58-6

Basic information

• Product Name: (2S,3R,4R,5R)-2-benzyloxymethyl-3,4-isopropylidenedioxy-5-methoxytetrahydrofuran
• CAS NO: 1256911-58-6
• Molecular Weight: 294.348
• Mol File: 1256911-58-6.mol

Chemical Properties

• CAS DataBase Reference: (2S,3R,4R,5R)-2-benzyloxymethyl-3,4-isopropylidenedioxy-5-methoxytetrahydrofuran(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3R,4R,5R)-2-benzyloxymethyl-3,4-isopropylidenedioxy-5-methoxytetrahydrofuran(1256911-58-6)
• EPA Substance Registry System: (2S,3R,4R,5R)-2-benzyloxymethyl-3,4-isopropylidenedioxy-5-methoxytetrahydrofuran(1256911-58-6)

Safety Data

• Hazardous Substances Data: 1256911-58-6(Hazardous Substances Data)

Upstream product

• 136136-22-6 ((4R,5S)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl acetate 
• 35906-38-8 (2S,3R,4R,5R)-3,4-isopropylidenedioxy-5-methoxy-2-vinyltetrahydrofuran 
• 5531-21-5 (2S,3R,4R,5R)-(3,4-isopropylidenedioxy-5-methoxy-2-tetrahydrofuranyl)methanol 
• 100-39-0 benzyl bromide 
• 55904-12-6 ((4R,5S)-5-Hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-methanol 
• 1256911-57-5 (E,2S,3R)-2,3-isopropylidenedioxy-6-(tetrahydro-2H-pyran-2-yl)oxy-4-hexenal 
• 1256911-56-4 (E,2S,3R)-2,3-isopropylidenedioxy-6-(tetrahydro-2H-pyran-2-yl)oxy-4-hexenol 
• 1256911-55-3 (E,4R,5S)-6-(tert-butyldimethylsilyl)oxy-4,5-isopropylidenedioxy-1-(tetrahydropyran-2-yl)oxy-2-hexene 
• 1256911-54-2 (E)-3-((4R,5S)-5-(((tert-butyldimethylsilyl)oxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)prop-2-en-1-ol 
• 179237-62-8 (2S,3S)-2,3-O-isopropylidene-2,3,4-trihydroxybutanal tert-butyldimethylsilyl ether 
• 1256911-53-1 ((4R,5S)-5-(((tert-butyldimethylsilyl)oxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol 
• 1256911-52-0 (2R,3S)-4-(tert-butyldimethylsilyl)oxy-2,3-isopropylidenedioxybutyl acetate 

Downstream Products

• 532-20-7 L-lyxofuranose 

Relevant articles and documents

A novel pentose synthesis via palladium(II)-catalyzed cyclization of an unstable hemiacetal

PdCl2(PhCN)2 (5 mol%)-catalyzed cyclization of a hemiacetal derived from (E,2S,3R)-2,3-isopropylidenedioxy-6-(tetrahydro-2H- pyran-2-yl)-4-hexenal and methanol gave substituted furanoside in moderate yield, exclusively via 5-exo-mode cyclization, without the need for a reoxidant. New stereogenic centers at C1 and C4 on the tetrahydrofuran ring showed preferential 1R and 4R stereochemistry due to anomeric effect (n oσ*c-o) and A1,2 strain, respectively. This methodology was applied to stereocontrolled synthesis of pentoses: D-ribose and L-lyxose. The Japan Institute of Heterocyclic Chemistry.