28070-06-6

Basic information

• Product Name: benzyl-3,4-O-isopropylidene-β-D-erythro-pentoribopyranosid-2-ulose
• Synonyms: benzyl-3,4-O-isopropylidene-β-D-erythro-pentoribopyranosid-2-ulose
• CAS NO: 28070-06-6
• Molecular Weight: 278.305
• Mol File: 28070-06-6.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: benzyl-3,4-O-isopropylidene-β-D-erythro-pentoribopyranosid-2-ulose(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl-3,4-O-isopropylidene-β-D-erythro-pentoribopyranosid-2-ulose(28070-06-6)
• EPA Substance Registry System: benzyl-3,4-O-isopropylidene-β-D-erythro-pentoribopyranosid-2-ulose(28070-06-6)

Safety Data

• Hazardous Substances Data: 28070-06-6(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 
• 28697-53-2 D-arabinopyranose 
• 77-76-9 2,2-dimethoxy-propane 
• 5329-50-0 (-)-benzyl β-D-arabinopyranoside 

Downstream Products

• 118533-10-1 (7S,7aR)-4-Benzyloxy-7-hydroxy-7,7a-dihydro-4H,6H-furo[3,2-c]pyran-2-one 
• 114218-12-1 C₂₅H₂₃⁽²⁾H₂N₃O₆ 
• 114218-12-1 C₂₅H₂₃⁽²⁾H₂N₃O₆ 
• 114218-08-5 methyl 2-deoxy-2,2'-dideuterio-3,5-di-O-p-toluoyl-D-erythro-pentofuranoside 
• 114218-13-2 2-amino-6-chloro-9-(2'-deoxy-2',2''-dideuterio-3',5'-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)-purine 
• 114249-61-5 6-chloro-9-(2'-deoxy-2',2''-dideuterio-3',5'-di-O-p-toluoyl-β-D-erythro-pentofuranosyl) purine 
• 114218-11-0 1-(2'-deoxy-2',2''-dideuterio-3',5'-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)-5-methyl-1H,3H-pyrimidine-2,4-dione 
• 114218-10-9 2-deoxy-2,2'-dideuterio-3,5-di-O-p-toluoyl-D-erythro-pentofuranosyl chloride 
• 114244-38-1 benzyl 3,4-isopropylidene-2(R)-deuterio-2-O-<(methylthio)thiocarbonyl>-β-D-erythro-pentopyranoside 
• 114218-05-2 benzyl 3,4-isopropylidene-2-deoxy-2,2'-dideuterio-erythro-pentopyranoside 
• 114218-06-3 benzyl 2-deoxy-2,2'-dideuterio-β-D-ribopyranoside 
• 273931-33-2 ((3aR,6R,7R,7aS)-6-Benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl)-methanol 
• 467220-80-0 (-)-benzyl-2-C-heptafluoropropyl-β-D-ribopyranoside 
• 582310-86-9 benzyl-2-C-methyl-β-D-ribopyranoside 

Relevant articles and documents

A Click-Chemistry Linked 2′3′-cGAMP Analogue

2′3′-cGAMP is an uncanonical cyclic dinucleotide where one A and one G base are connected via a 3′-5′ and a unique 2′-5′ linkage. The molecule is produced by the cyclase cGAS in response to cytosolic DNA binding. cGAMP activates STING and hence one of the most powerful pathways of innate immunity. cGAMP analogues with uncharged linkages that feature better cellular penetrability are currently highly desired. Here, the synthesis of a cGAMP analogue with one amide and one triazole linkage is reported. The molecule is best prepared via a first CuI-catalyzed click reaction, which establishes the triazole, while the cyclization is achieved by macrolactamization.

A convergent total synthesis of hemibrevetoxin B

A convergent biomimetic synthesis of hemibrevetoxin B from d-glucal and d-arabinose utilizes an electrophile-promoted cascade anti-Baldwin cyclization of an epoxy alcohol. The epoxy alcohol arises from a palladium-catalyzed coupling of a highly functionalized organozinc compound and an alkenyl iodide, which serve as two chiral building blocks of similar size and complexity. This first successful implementation of a cascade epoxy alcohol cyclization for the synthesis of marine polycyclic ether toxins proceeds in 39 steps and 4% overall yield. Copyright

A CONCISE SYNTHESIS OF PATULIN FROM ARABINOSE

Conversion of arabinose (5) to the protected ketone (7), followed by Wittig condensation to (9), acid catalysed cyclisation (to 10), and dehydration, provides a brief synthesis of the fungal metabolite patulin (1), produced by Penicillium and Aspergilius