85315-68-0

Upstream product

• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 100-44-7 benzyl chloride 
• 100-39-0 benzyl bromide 
• 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

• 149207-10-3 (3aR,5S,6R,6aR)-6-Benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carbaldehyde 
• 85315-69-1 3-C-(benzyloxymethyl)-3-deoxy-1,2-O-isopropylidene-6-O-tosyl-α-D-allofuranose 
• 314061-33-1 Methanesulfonic acid (R)-1-((3aR,5S,6R,6aR)-6-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-2-methanesulfonyloxy-ethyl ester 
• 302783-25-1 3-C-benzyloxymethyl-3-deoxy-1,2-O-isopropylidene-5,6-O-(4-methoxybenzylidene)-α-D-allofuranose 
• 98039-20-4 3-C-benzyloxymethyl-3-deoxy-1,2-O-isopropylidene-6-O-(4-methoxybenzylidene)-α-D-allofuranose 
• 149207-11-4 3-benzyloxymethyl-3-deoxy-1,2-isopropylidene-4-(17-tridec-1-enyl)-α-D-erythrofuranose 
• 98039-22-6 3-C-benzyloxymethyl-3,5-dideoxy-1,2-O-isopropylidene-6-O-(4-methoxybenzyl)-5-C-methyl-β-L-talofuranose 
• 98039-23-7 3-C-benzyloxymethyl-3,5-dideoxy-1,2-O-isopropylidene-6-O-(4-methoxybenzyl)-5-C-methyl-α-D-allofuranose 
• 86654-59-3 5,6-anhydro-3-C-benzyloxymethyl-3-deoxy-1,2-O-isopropylidene-α-D-allofuranose 
• 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 

Relevant academic research and scientific papers

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.

Phosphomolybdic acid supported on silica gel: An efficient, mild and reusable catalyst for the chemoselective hydrolysis of acetonides

Carbohydrate acetonides were chemoselectively cleaved to the corresponding diols by using environmentally benign phosphomolybdic acid (H 3PMo12O40) supported on silica gel (PMA-SiO2) at ambient temperature in a

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

Pyrimidine nucleosides fused with 3′,4′-tetrahydrofuran ring were synthesized, starting from 1,2;5,6-di-O-isopropylidene-D-glucose and assayed for antiviral activities. Thymine analogue 1 and its corresponding 2′-deoxy analogue 3 exhibited high cytotoxici

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.

Synthesis of a phosphinic acid analogue of cyclic AMP

Synthesis of a cyclic phosphinate ester analogue of cyclic AMP was achieved by using a double Arbuzov-type cyclisation of bis-trimethylsilyl phosphonite onto a sugar dihalide derivative as the key step. (C) 2000 Elsevier Science Ltd.

Synthesis and anti-viral properties of 2',3'-dideoxy-3',4'- dihydroxymethyl substituted pyrimidine nucleoside analogues

Some 2',3'-dideoxy-3',4'-dihydroxymethyl nucleoside analogues have been synthesised starting from diacetone-D-glucose. The 3-C-hydroxymethyl group was introduced by selective hydroboration-oxidation of the 3-C-methylene derivative. The 4-C-hydroxymethyl group was obtained by an aldol condensation followed by in situ cross Canizzaro reduction. Glycosylation using silylated pyrimidine bases furnished the 2',3'-dideoxy-3',4'- dihydroxymethyl nucleoside analogues.

First asymmetric synthesis of (+)- and (-)-roccellaric acid and dihydroprotolichesterinic acid

Stereocontrolled syntheses of the title compounds from (R)-2,3-isopropylidene glyceraldehyde, (S)-O-THP-lactaldehyde and 1,2:5,6-Di-O-isopropylidene-α-D-glucofuranose ('diacetone-D-glucose') are described.

Chiral Synthesis of Polyketide-derived Natural Products. Part 5. Synthesis of a Chiral Segment Corresponding to the C-1-C-5 Unit of Erythromycin A from D-Glucose

As a right-hand segment with three consecutive chiral centres corresponding to the C-1-C-5 unit of erythromycin A (1), (2S,3R,4S)-3,5-isopropylidenedioxy-2,4-dimethylpentanal (32) was synthesized from D-glucose (5) by application of MPM (4-methoxybenzyl)