85315-68-0

Basic information

• Product Name: 3-C-(benzyloxymethyl)-3-deoxy-1,2-O-isopropylidene-α-D-allofuranose
• Synonyms: 3-C-(benzyloxymethyl)-3-deoxy-1,2-O-isopropylidene-α-D-allofuranose
• CAS NO: 85315-68-0
• Molecular Weight: 324.374
• Mol File: 85315-68-0.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: 3-C-(benzyloxymethyl)-3-deoxy-1,2-O-isopropylidene-α-D-allofuranose(CAS DataBase Reference)
• NIST Chemistry Reference: 3-C-(benzyloxymethyl)-3-deoxy-1,2-O-isopropylidene-α-D-allofuranose(85315-68-0)
• EPA Substance Registry System: 3-C-(benzyloxymethyl)-3-deoxy-1,2-O-isopropylidene-α-D-allofuranose(85315-68-0)

Safety Data

• Hazardous Substances Data: 85315-68-0(Hazardous Substances Data)

Upstream product

• 100-44-7 benzyl chloride 
• 100-39-0 benzyl bromide 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 2847-00-9 1,2:5,6-di-O-isopropylidene-α-D-hexofuran-3-ulose 
• 69832-48-0 ((3aR,5S,6R,6aR)-tetrahydro-2,2-dimethyl-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)furo[2,3-d][1,3]dioxol-6-yl)methanol 
• 85315-67-9 3-C-(benzyloxymethyl)-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-allofuranose 

Downstream Products

• 161987-82-2 ((3aR,6S,6aR)-6-Benzyloxymethyl-5-hydroxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-methanol 
• 86654-59-3 5,6-anhydro-3-C-benzyloxymethyl-3-deoxy-1,2-O-isopropylidene-α-D-allofuranose 
• 98039-23-7 3-C-benzyloxymethyl-3,5-dideoxy-1,2-O-isopropylidene-6-O-(4-methoxybenzyl)-5-C-methyl-α-D-allofuranose 
• 98039-22-6 3-C-benzyloxymethyl-3,5-dideoxy-1,2-O-isopropylidene-6-O-(4-methoxybenzyl)-5-C-methyl-β-L-talofuranose 
• 149207-11-4 3-benzyloxymethyl-3-deoxy-1,2-isopropylidene-4-(17-tridec-1-enyl)-α-D-erythrofuranose 
• 85315-70-4 3-C-(benzyloxymethyl)-3,6-dideoxy-1,2-O-isopropylidene-α-D-allofuranose 
• 314061-35-3 2-((3aR,5R,6R,6aR)-6-Benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethanol 
• 85315-74-8 3-C-(benzyloxymethyl)-3,5,6-trideoxy-1,2-O-isopropylidene-α-D-ribo-5-hexenofuranose 
• 315180-72-4 2,2-Dimethyl-propionic acid (E)-(2R,6R)-7-(tert-butyl-diphenyl-silanyloxy)-2-[(2S,4R,5R)-5-(2,2-dimethyl-propionyloxymethyl)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-3-hydroxy-4,6-dimethyl-hept-4-enyl ester 
• 315180-68-8 (2S,3S,4R)-1-benzyloxy-2,4-bis(2,2-dimethylpropanoyloxymethyl)-3-hydroxy-5-(4-methoxybenzoyloxy)pentane 
• 315180-77-9 2,2-Dimethyl-propionic acid (4S,5R)-4-[(S)-1-benzyloxymethyl-2-(2,2-dimethyl-propionyloxy)-ethyl]-2-(4-methoxy-phenyl)-[1,3]dioxan-5-ylmethyl ester 
• 315180-76-8 (2S,3S,4R)-2,4-bis(2,2-dimethylpropanoyloxymethyl)-5-(4-methoxybenzoyloxy)pentane-1,3-diol 

Relevant articles and documents

Synthesis of 3′-acetamidoadenosine derivatives as potential A 3 adenosine receptor agonists

On the basis of high binding affinity of 3′-aminoadenosine derivatives 2b at the human A3 adenosine receptor (AR), 3′- acetamidoadenosine derivatives 3a-e were synthesized from 1,2:5,6-di-O- isopropylidene-D-glucose via stereoselective hydroboration as a key step. Although all synthesized compounds were totally devoid of binding affinity at the human A3AR, our results revealed that 3′-position of adenosine can only be tolerated with small size of a hydrogen bonding donor like hydroxyl or amino group in the binding site of human A3AR. Copyright Taylor & Francis Group, LLC.

Synthesis and biological evaluation of thymine nucleosides fused with 3′,4′-tetrahydrofuran ring

The pyrimidine nucleosides fused with 3′,4′-tetrahydrofuran ring were successfully synthesized, starting from 1,2; 5,6-di-O-isopropylidene-D-glucose and assayed for antiviral activities against HIV-1, HIV-2, EMCV, Cox. B3 and VSV. Thymine analogue (5) and

Synthesis of novel 3′-deoxy-3′-C-hydroxymethyl nucleosides with conformationally rigid sugar moiety as potential antiviral agents

Based on the fact that the ring expanded 3′-C-hydroxymethyl analogue of oxetanocin A exhibited potent antiviral activity, two types of conformationally rigid 3′-C-hydroxymethyl derivatives in which 2′-hydroxyl group is linked to the 4′-position or to the 6′-position were synthesized starting from 1,2;5,6-di-O-isopropylidene-D-glucose, respectively.