104292-63-9

Basic information

• Product Name: benzyl 4-bromo-4-deoxy-α-D-lyxopyranoside
• Synonyms: benzyl 4-bromo-4-deoxy-α-D-lyxopyranoside
• CAS NO: 104292-63-9
• Molecular Weight: 303.153
• Mol File: 104292-63-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: benzyl 4-bromo-4-deoxy-α-D-lyxopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl 4-bromo-4-deoxy-α-D-lyxopyranoside(104292-63-9)
• EPA Substance Registry System: benzyl 4-bromo-4-deoxy-α-D-lyxopyranoside(104292-63-9)

Safety Data

• Hazardous Substances Data: 104292-63-9(Hazardous Substances Data)

Upstream product

• 65359-87-7 benzyl 2,3-anhydro-β-L-ribopyranoside 

Downstream Products

• 104322-43-2 benzyl 3,4-anhydro-2-deuterio-β-L-ribopyranoside 
• 104292-69-5 benzyl 3,4-anhydro-β-L-erythropentopyranosid-2-ulose 
• 104292-76-4 2(S)-(benzyloxy)-3-deuterio-2,5-dihydrofuran-4-carboxaldehyde 
• 104322-42-1 (-)-(2S)-benzyloxy-2,5-dihydrofuran-4-carboxaldehyde 
• 498-60-2 furan-3-carboxaldehyde 
• 104292-65-1 benzyl 3,4-anhydro-β-L-ribopyranoside 

Relevant articles and documents

Chiral Multifunctional Isoprene Units by Ring-Contraction of Riboside Oxiranes

Lithium bromide induced ring-contraction of benzyl 2,3- and 3,4-anhydro-β-D(and L)-ribopyranoside (1 and 4) in HMPA/toluene or tetramethylurea (TMU)/toluene gave (R)(and S)-2-(benzyloxy)-2,5-dihydrofufan-4-carboxaldehyde (2 and 5) together with a small amount of benzyl 4-bromo-4-deoxy-β-L(and D)-lyxopyranoside (3 and 6).The latter compound was formed with lithium bromide in 1,1,1-trichloroethane.Benzyl 2,3- and 3,4-anhydro-2-deuterio-β-L-ribopyranoside (4d and 8d) gave the deuterated aldehyde 5d, which carried a vinylic deuterium atom, wheraes benzyl 2,3-anhydro-4-deuterio-β-L-ribopyranoside (4d' ) gave the nondeuterated aldehyde 5.On the basis of these experiments, the mechanism of the ring-contraction as postulated.