157905-00-5

Basic information

• Product Name: phenyl 4,6-di-O-acetyl-2,3-dideoxy-α/β-D-erythro-hex-2-enopyranoside
• Synonyms: phenyl 4,6-di-O-acetyl-2,3-dideoxy-α/β-D-erythro-hex-2-enopyranoside
• CAS NO: 157905-00-5
• Molecular Weight: 306.315
• Mol File: 157905-00-5.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: phenyl 4,6-di-O-acetyl-2,3-dideoxy-α/β-D-erythro-hex-2-enopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl 4,6-di-O-acetyl-2,3-dideoxy-α/β-D-erythro-hex-2-enopyranoside(157905-00-5)
• EPA Substance Registry System: phenyl 4,6-di-O-acetyl-2,3-dideoxy-α/β-D-erythro-hex-2-enopyranoside(157905-00-5)

Safety Data

• Hazardous Substances Data: 157905-00-5(Hazardous Substances Data)

Upstream product

• 100-51-6 benzyl alcohol 
• 2873-29-2 D-glucal triacetate 
• 108-95-2 phenol 

Downstream Products

• 331633-97-7 1,6-anhydro-2-azido-2-deoxy-3-S-(2,4-dinitrophenyl)-4-O-p-methoxybenzyl-3-thio-β-D-galactopyranose 
• 331633-93-3 1,6-anhydro-4-O-p-methoxybenzyl-β-D-gulopyranose 2,3-cyclic sulfate 
• 331633-92-2 1,6-anhydro-4-O-p-methoxybenzyl-β-D-gulopyranose 
• 331633-94-4 1,6:2,3-dianhydro-2,3-epithio-4-O-p-methoxybenzyl-β-D-talopyranose 
• 331633-91-1 1,6-anhydro-4-O-p-methoxybenzyl-2,3-dideoxy-β-D-threo-hex-2-enopyranose 
• 33647-85-7 isolevoglucosenone 
• 58394-32-4 1,6-anhydro-2,3-dideoxy-β-threo-hex-2-enopyranose 
• 58394-31-3 1,6-anhydro-2,3-dideoxy-β-D-erythro-hex-2-enopyranose 
• 118967-73-0 1-(4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl)-2-hydroxybenzene 
• 118967-74-1 1-(4,6-di-O-acetyl-2,3-dideoxy-β-D-erythro-hex-2-enopyranosyl)-2-hydroxybenzene 

Relevant articles and documents

Microwave induced ferrier rearrangement

A short and facile entry to the 2, 3-unsaturated O-arylglyco sides via microwave induced Ferrier rearrangement of acetylated glucal is reported.

Dy(OTf)3-immobilized in ionic liquids: A novel and recyclable reaction media for the synthesis of 2,3-unsaturated glycopyranosides

D-Glycals react smoothly with a variety of alcohols, phenols and hydroxy α-amino acids in the presence of 5 mol% dysprosium triflate immobilized in 1-butyl-3-methylimidazolium hexafluorophosphate under mild reaction conditions to afford the corresponding 2,3-unsaturated glycopyranosides in excellent yields with high α-selectivity. The catalyst immobilized in ionic liquids was recycled in subsequent reactions without any apparent loss of activity.

A facile Er(OTf)3-catalyzed synthesis of 2,3-unsaturated O- and S-glycosides

Er(OTf)3 is a useful catalyst for the Ferrier rearrangement furnishing high yields of O- and S-glycosides. The transformation has wide applicability, cleaner reaction profiles, mild reaction conditions, and high stereoselectivity and the catalyst, which is also commercially available, can be recovered and reused.