250696-86-7

Upstream product

• 250696-85-6 Benzoic acid (3aR,5R,6R,6aR)-5-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-ethyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester 
• 98-88-4 benzoyl chloride 
• 31795-13-8 3-O-benzoyl-1,2-O-isopropylidene-α-D-allofuranose 
• 29474-73-5 (+)-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-allofuranos-3-yl benzoate 
• 189165-95-5 6-O-(tert-butyldimethylsilyl)-5-deoxy-1,2-O-isopropylidene-α-D-ribo-hexofuranose 
• 250696-99-2 Benzoic acid (3aR,5R,6R,6aR)-5-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(imidazole-1-carbothioyloxy)-ethyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester 
• 2595-05-3 Diacetone D-glucose 

Downstream Products

• 250697-00-8 Benzoic acid (2R,3R,4S)-2-(2-benzyloxy-ethyl)-4-(imidazole-1-carbothioyloxy)-tetrahydro-furan-3-yl ester 
• 250696-87-8 6-O-benzyl-3-O-benzoyl-5-deoxy-1,2-O-isopropylidene-D-allofuranose 
• 250696-92-5 9-[(2R,3R)-2-(2-Benzyloxy-ethyl)-tetrahydro-furan-3-yl]-9H-purin-6-ylamine 
• 250696-93-6 1-[(2R,3R)-2-(2-Benzyloxy-ethyl)-tetrahydro-furan-3-yl]-5-methyl-1H-pyrimidine-2,4-dione 
• 250696-88-9 6-O-benzyl-3-O-benzoyl-1,5-dideoxy-D-allofuranose 
• 250696-94-7 1-[(2R,3R)-2-(2-Benzyloxy-ethyl)-tetrahydro-furan-3-yl]-1H-pyrimidine-2,4-dione 
• 250696-89-0 Benzoic acid (2R,3S)-2-(2-benzyloxy-ethyl)-tetrahydro-furan-3-yl ester 
• 250696-91-4 6-O-benzyl-3-O-mesyl-1,2,5-trideoxy-D-allofuranose 
• 250696-90-3 (2R,3S)-2-(2-Benzyloxy-ethyl)-tetrahydro-furan-3-ol 
• 266349-13-7 3-O-benzoyl-7,7-dibromo-5,6,7-trideoxy-1,2-O-isopropylidene-α-D-ribo-hept-6-enofuranose 
• 266349-27-3 3-O-benzoyl-5-deoxy-1,2-O-isopropylidene-α-D-ribo-hexodialdofuranose 
• 113808-25-6 3-O-benzoyloxy-5-deoxy-1,2-O-isopropylidene-α-D-ribohexofuranose 

Relevant academic research and scientific papers

Doubly homologated dihalovinyl and acetylene analogues of adenosine: Synthesis, interaction with S-adenosyl-L-homocysteine hydrolase, and antiviral and cytostatic effects

Treatment of the 6-aldehyde derived by Moffatt oxidation of 3-O-benzoyl- 1,2-O-isopropylideneα-D-ribo-hexofuranose (2c) with the dibromo- or bromofluoromethylene Wittig reagents generated in situ with tetrabromomethane or tribromofluoromethane, triphenylphosphine, and zinc gave the dihalomethyleneheptofuranose analogues 3b and 3d, respectively. Acetolysis, coupling with adenine, and deprotection gave 9-(7,7-dibromo-5,6,7-trideoxy- β-D-ribo-hept-6-enofuranosyl)adenine (5a) or its bromofluoro analogue 5b. Treatment of 5a with excess butyllithium provided the acetylenic derivative 9-(5,6,7-trideoxy-β-D-ribo-hept-6-ynofuranosyl)adenine (6). The doubly homologated vinyl halides 5a and 5b and acetylenic 6 adenine nucleosides were designed as putative substrates of the 'hydrolytic activity' of S-adenosyl-L- homocysteine (AdoHcy) hydrolase. Incubation of AdoHcy hydrolase with 5a, 5b, and 6 resulted in time- and concentration-dependent inactivation of the enzyme (K(i): 8.5 ± 0.5, 17 ± 2, and 8.6 ± 0.5 μM, respectively), as well as partial reduction of enzyme-bound NAD+ to E-NADH. However, no products of the 'hydrolytic activity' were observed indicating these compounds are type I mechanism-based inhibitors. The compounds displayed minimal antiviral and cytostatic activity, except for 6, against vaccinia virus and vesicular stomatitis virus (IC50: 15 and 7 μM, respectively). These viruses typically fall within the activity spectrum of AdoHcy hydrolase inhibitors.

Homologues of isomeric dideoxynucleosides as potential antiviral agents: Synthesis of isodideoxy-nucleosides with a furanethanol sugar moiety

The synthesis of a homologues series of compounds related to (R, S)- isodideoxynucleosides has been completed by coupling a variety of natural purine and pyrimidine bases with a modified sugar intermediate. This sugar precursor was prepared regiospecifica