5517-61-3

Basic information

• Product Name: methyl 3'-O-benzoyl-β-D-apiofuranoside
• Synonyms: methyl 3'-O-benzoyl-β-D-apiofuranoside
• CAS NO: 5517-61-3
• Molecular Weight: 268.266
• Mol File: 5517-61-3.mol

Chemical Properties

• CAS DataBase Reference: methyl 3'-O-benzoyl-β-D-apiofuranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 3'-O-benzoyl-β-D-apiofuranoside(5517-61-3)
• EPA Substance Registry System: methyl 3'-O-benzoyl-β-D-apiofuranoside(5517-61-3)

Safety Data

• Hazardous Substances Data: 5517-61-3(Hazardous Substances Data)

Upstream product

• 98-88-4 benzoyl chloride 
• 7473-45-2 1-O-methyl-D-ribofuranose 
• 4099-85-8 ((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol 
• 5517-60-2 methyl 3'-O-benzoyl-2,3-O-isopropylidene-β-D-apiofuranoside 
• 52783-53-6 methyl 2,3,3'-tri-O-benzoyl-β-D-apiofuranoside 

Downstream Products

• 120090-34-8 methyl 5-O-benzoyl-2-O-trityl-β-D-ribofuranoside 
• 120090-35-9 methyl 5-O-benzoyl-3-O-trityl-β-D-ribofuranoside 
• 101024-28-6 methyl 5-O-benzoyl-3-O-benzyl-β-D-ribofuranoside 
• 101024-26-4 methyl 5-O-benzoyl-2-O-benzyl-β-D-ribofuranoside 
• 32754-27-1 methyl 3,5-di-O-benzoyl-β-D-ribofuranoside 
• 50907-84-1 methyl 2,5-di-O-benzoyl-β-D-ribofuranoside 
• 138840-86-5 Benzoic acid (S)-5-(4-oxo-4H-imidazo[1,2-a][1,3,5]triazin-8-yl)-tetrahydro-furan-2-ylmethyl ester 
• 17081-06-0 Benzoic acid (2S,5R)-5-methoxy-2,5-dihydro-furan-2-ylmethyl ester 
• 117174-27-3 5-O-benzoyl-1-O-acetyl-2,3-dideoxy-D-glycero-pentofuranose 
• 132575-43-0 5-O-benzoyl-2,3-dideoxy-D-glycero-pentofuranose 
• 17081-07-1 methyl 5-O-benzoyl-2,3-dideoxy-β-D-erythro-pentofuranoside 
• 101024-35-5 methyl 5-O-benzoyl-3-O-(methyl 4,5,7,8-tetra-O-acetyl-3-deoxy-α-D-manno-2-octulopyranosylonate)-2-O-(2,3,5-tri-O-benzoyl-α-D-ribofuranosyl)-β-D-ribofuranoside 
• 101024-35-5 methyl 5-O-benzoyl-3-O-(methyl 4,5,7,8-tetra-O-acetyl-3-deoxy-α-D-manno-2-octulopyranosylonate)-2-O-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-β-D-ribofuranoside 
• 101024-31-1 methyl 5-O-benzoyl-2-O-benzyl-3-O-(methyl 4,5,7,8-tetra-O-acetyl-3-deoxy-α-D-manno-2-octulopyranosylonate)-β-D-ribofuranoside 

Relevant articles and documents

Site-Selective and Stereoselective C-H Alkylations of Carbohydrates via Combined Diarylborinic Acid and Photoredox Catalysis

Diphenylborinic acid serves as a cocatalyst for site- and stereoselective C-H alkylation reactions of carbohydrates under photoredox conditions using quinuclidine as the hydrogen atom transfer mediator. Products arising from selective abstraction of the equatorial hydrogens of cis-1,2-diol moieties, followed by C-C bond formation with net retention of configuration, are obtained. Computational modeling supports a mechanism involving formation of a tetracoordinate borinic ester, which accelerates hydrogen atom transfer with the quinuclidine-derived radical cation through polarity-matching and/or ion-pairing effects.

Synthesis and biological evaluation of novel apio nucleosides with thiazole-4-carboxamide and 1,2,4-triazole-3-carboxamide

In view of biological activities of azole nucleosides and apio-dideoxynucleoside, novel apio nucleoside analogues (1 and 2) with thiazole and triazole base moiety were synthesized using 2,3-O-isopropylidene-apio-β -D-furanose (3), which was prepared from D-mannose.

REGIOSELECTIVE O-DEACYLATION OF FULLY ACYLATED GLYCOSIDES AND 1,2-O-ISOPORPYLIDENEALDOFURANOSE DERIVATIVES WITH HYDRAZINE HYDRATE

On hydrazinolyis in 1:4 acetic acid-pyridine, and in pyridine, partisl O-deacylation of fully acylated methyl glycosides and some other glycosyl compounds ( 23 compounds ) was found to be induced, to give, in good yields, products bearing one free hydroxy