65247-32-7

Basic information

• Product Name: benzyl 3,4-O-(1-methylethylidene)-β-L-erythro-pent-2-ulosylpyranoside
• Synonyms: benzyl 3,4-O-(1-methylethylidene)-β-L-erythro-pent-2-ulosylpyranoside
• CAS NO: 65247-32-7
• Molecular Weight: 278.305
• Mol File: 65247-32-7.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: benzyl 3,4-O-(1-methylethylidene)-β-L-erythro-pent-2-ulosylpyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl 3,4-O-(1-methylethylidene)-β-L-erythro-pent-2-ulosylpyranoside(65247-32-7)
• EPA Substance Registry System: benzyl 3,4-O-(1-methylethylidene)-β-L-erythro-pent-2-ulosylpyranoside(65247-32-7)

Safety Data

• Hazardous Substances Data: 65247-32-7(Hazardous Substances Data)

Upstream product

• 100-51-6 benzyl alcohol 
• 250224-22-7 (3R,4S,5S)-2-Benzyloxy-tetrahydro-pyran-3,4,5-triol 
• 87-72-9 L-(+)-arabinose 
• 245729-74-2 benzyl 3,4-O-isopropylidene arabinoside 
• 7296-56-2 β-L-arabinopyranose 
• 7296-55-1 L-arabinose 
• 7473-38-3 benzyl β-L-arabinopyranoside 
• 18403-22-0 (3aS,6S,7R,7aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol 

Downstream Products

• 118533-11-2 benzyl 2-deoxy-3,4-O-isopropylidene-2C<(E)-methoxycarbonylmethylene>-β-L-erythro-pentopyranoside 
• 118533-09-8 benzyl 2-deoxy-3,4-O-isopropylidene-2C<(Z)-methoxycarbonylmethylene>-β-L-erythro-pentopyranoside 
• 87598-88-7 benzyl 3,4-O-(1-methylethylidene)-2-C-methyl-β-L-ribopyranoside 
• 87598-87-6 benzyl 3,4-O-(1-methylethylidene)-2-C-methyl-β-L-arabinopyranoside 
• 104292-73-1 benzyl 2-deuterio-3,4-O-isopropylidene-β-L-arabinopyranoside 
• 123490-19-7 benzyl 2-deoxy-3,4-O-isopropylidene-2-methylene-β-L-erythro-pentopyranoside 
• 467220-82-2 (+)-benzyl-3,4-O-isopropylidene-2-C-perfluorobutyl-β-L-ribopyranoside 
• 104292-76-4 2(S)-(benzyloxy)-3-deuterio-2,5-dihydrofuran-4-carboxaldehyde 
• 104292-75-3 benzyl 2,3-anhydro-2-deuterio-β-L-ribopyranoside 
• 104322-44-3 C₁₉H₂₁⁽²⁾HO₇S 
• 104292-74-2 C₂₂H₂₅⁽²⁾HO₇S 
• 104322-43-2 benzyl 3,4-anhydro-2-deuterio-β-L-ribopyranoside 
• 118533-10-1 (7S,7aR)-4-Benzyloxy-7-hydroxy-7,7a-dihydro-4H,6H-furo[3,2-c]pyran-2-one 
• 123516-55-2 C₁₇H₂₀Cl₂O₄ 

Relevant articles and documents

Synthesis of 6- and 7-(1,2,3-trihydroxy-1,2-O-isopropyl-denepropyl)pteridines and deoxygenation of their 3′-hydroxy groups

Treatment of 3,4-O-isopropylidene-L-threo-pentos-2-ulose (7) with 5,6-diamino-1,3-dimethyluracil (8) afforded 1,3-dimethyl-6-[(1R,2S)-1,2,3-trihydroxy-1,2-O-isopropylidenepropyl]lumazine (9a) and its 7-substituted isomer (9b). Deoxygenation of 3′-hydroxy

Catalytic asymmetric epoxidation of alkenes with arabinose-derived uloses

Four L-erythro-2-uloses were readily prepared from L-arabinose via a reaction sequence involving Fischer glycosidation, acetalization and oxidation. Bulky steric sensors at the anomeric center could enhance the stereoselectivity of the dioxirane epoxidation and one of the uloses performed with good enantioselectivity towards trans-stilbene (up to 90% ee). However, the catalysts decomposed during the epoxidation and the maximum chemical yield was only 13% under the basic conditions. Three L-threo-3-uloses could overcome the decomposition problem based on the electron withdrawing effect of the ester group(s) α to the ketone functionality. The best chemical yield was up to 93% using a ketone with two flanking ester groups. One of the improved uloses displayed moderate enantioselectivity towards trans-disubstituted and trisubstituted alkenes (40-68% ee).

A bioisosteric oligosaccharide mimetic based on isofagomine-type monomers

A series of hydroxylated piperidine oligomers that resemble oligosaccharides is synthesised. Prepared were 5, a mimic of 3-O-L-fucopyranosyl-D-galactopyranose, 6, a mimic of 3-O-D-galactopyranosyl-D-galactopyranose and 7, a mimic of 3-O-{3-O-[3-O-(L-fucop