58366-10-2

Basic information

• Product Name: methyl 5-O-benzoyl-2-deoxy-α-D-glycero-pentofuranosid-3-ulose
• Synonyms: methyl 5-O-benzoyl-2-deoxy-α-D-glycero-pentofuranosid-3-ulose
• CAS NO: 58366-10-2
• Molecular Weight: 250.251
• Mol File: 58366-10-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: methyl 5-O-benzoyl-2-deoxy-α-D-glycero-pentofuranosid-3-ulose(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 5-O-benzoyl-2-deoxy-α-D-glycero-pentofuranosid-3-ulose(58366-10-2)
• EPA Substance Registry System: methyl 5-O-benzoyl-2-deoxy-α-D-glycero-pentofuranosid-3-ulose(58366-10-2)

Safety Data

• Hazardous Substances Data: 58366-10-2(Hazardous Substances Data)

Upstream product

• 452-51-7 D-2-deoxyribose 
• 91547-59-0 (2R,3S)-2-(hydroxymethyl)tetrahydrofuran-3-ol 
• 144071-99-8 1-methyl-5-O-benzoyl-2-deoxy-α-D-ribofuranoside 
• 51255-17-5 1-O-methyl-2-deoxy-D-ribofuranoside 

Downstream Products

• 145350-21-6 Benzoic acid (2R,3S,5R)-3-hydroxy-3-methyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 
• 130411-36-8 methyl 3,5-di-O-benzoyl-3-C-methyl-2-deoxy-α-D-erythro-pentofuranoside 
• 130411-37-9 methyl-3,5-di-O-benzoyl-3-C-methyl-2-deoxy-α-D-threo-pentofuranoside 
• 130411-38-0 methyl-3,5-di-O-benzoyl-3-C-methyl-2-deoxy-β-D-threo-pentofuranoside 
• 118744-88-0 3'-Deoxy-2',3'-didehydro-3'-methylthymidine 
• 118744-89-1 3'-C-methylidene-2',3'-dideoxy-5-methyluridine 
• 130411-34-6 methyl-5-O-benzoyl-3-C-methyl-2-deoxy-α-D-threo-pentofuranoside 
• 130412-19-0 methyl-5-O-benzoyl-3-C-methyl-2-deoxy-α-D-erythro-pentofuranoside 

Relevant articles and documents

Site-selective redox isomerizations of furanosides using a combined arylboronic acid/photoredox catalyst system

In the presence of an arylboronic acid and a hydrogen atom transfer mediator under photoredox conditions, furanoside derivatives undergo site-selective redox isomerizations to 2-keto-3-deoxyfuranosides. Experimental evidence and computational modeling suggest that the transformation takes place by abstraction of the hydrogen atom from the 2-position of the furanoside-derived arylboronic ester, followed by C3-O bond cleavage via spin-center shift. This mechanism is reminiscent of the currently accepted pathway for the formation of 3′-ketodeoxynucleotides by ribonucleotide reductase enzymes.

3'-C-branched 2'-deoxy-5-methyluridines: Synthesis, enzyme inhibition, and antiviral properties

A synthesis scheme for 3'-C-methyl-2'-deoxynucleosides and 3'-C- methylidene-2',3'-dideoxy-5-methyluridine has been proposed with 2- deoxyribose as the starting material. Methyl 5-O-benzoyl-2-deoxyribofuranose was oxidized and the mixture of the 3'-keto d