70632-45-0

Upstream product

• 23313-03-3 (R)-2-[(3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-2-hydroxyethyl 4-methylbenzenesulfonate 
• 35781-78-3 5,6-anhydro-3-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose 
• 22529-61-9 (1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol 
• 308290-81-5 C₁₅H₁₈O₅ 
• 34370-91-7 3-O-benzyl-1,2-O-isopropylidene-α-D-xylofuranose 
• 19877-13-5 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hex-5-enofuranose 
• 23558-05-6 3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose 
• 117257-22-4 3-O-benzyl-1,2-O-isopropylidene-6-O-p-toluenesulfonic-α-D-allofuranose 
• 30571-52-9 3-O-benzyl-1,2-O-isopropylidene-5,6-O-thiocarbonyl-α-D-allofuranose 
• 100-39-0 benzyl bromide 
• 2847-00-9 1,2:5,6-di-O-isopropylidene-α-D-hexofuran-3-ulose 
• 2595-05-3 Diacetone D-glucose 
• 83103-60-0 5,6-anhydro-3-O-benzyl-1,2-O-isopropylidene-α-D-allofuranose 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 

Downstream Products

• 41670-98-8 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-α-D-xylo-hept-6-enofuranos-5-ulose 
• 41341-69-9 3-O-Benzyl-5-brom-5,6-didesoxy-1,2-O-isopropyliden-β-L-ido-hexofuranose 
• 41341-73-5 (E)-3-O-Benzyl-5,6-didesoxy-1,2-O-isopropyliden-β-L-threo-hex-4-eno-furanose 
• 19877-13-5 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hex-5-enofuranose 
• 99050-07-4 3-O-Benzyl-5,6-didesoxy-5-iod-1,2-O-isopropyliden-β-L-ido-hexofuranose 
• 106711-50-6 (2S,3R,4S,5R,6R)-4-Benzyloxy-6-methyl-tetrahydro-pyran-2,3,5-triol 
• 18439-41-3 3-O-benzyl-5-O-benzoyl-6-deoxy-1,2-O-isopropylidene-α-D-glucofuranose 
• 41341-67-7 3-O-Benzyl-6-desoxy-1,2-O-isopropyliden-5-O-(p-tolylsulfonyl)-α-D-gluco-hexofuranose 
• 71695-51-7 methyl 3-O-benzyl-6-deoxy-2-O-methyl-α-D-glucopyranoside 
• 110594-92-8 methyl 3-O-benzyl-6-deoxy-2-O-methyl-β-D-glucopyranoside 
• 95058-34-7 methyl 3-O-benzyl-6-deoxy-2-O-methyl-α-D-glucopyranoside 
• 82160-01-8 (2R,4R,5R,6R)-4-Benzyloxy-5,6-dimethoxy-2-methyl-dihydro-pyran-3-one 
• 171762-91-7 Toluene-4-sulfonic acid (R)-1-((3aR,5S,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethyl ester 
• 117238-30-9 5-azido-3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-β-L-talofuranose 

Relevant academic research and scientific papers

FUCOSIDASE INHIBITORS

The present disclosure relates, in general, to compounds useful as inhibitors of fucosidase enzymes, and to methods and compositions for the treatment of tumors or cancers, such as liver disorders and liver tumors (e.g., hepatocellular carcinoma), with a compound as disclosed herein.

6-Methylpurine derived sugar modified nucleosides: Synthesis and evaluation of their substrate activity with purine nucleoside phosphorylases

6-Methylpurine (MeP) is cytotoxic adenine analog that does not exhibit selectivity when administered systemically, and could be very useful in a gene therapy approach to cancer treatment involving Escherichia coli PNP. The prototype MeP releasing prodrug, 9-(β-d-ribofuranosyl)-6-methylpurine, MeP-dR has demonstrated good activity against tumors expressing E. coli PNP, but its antitumor activity is limited due to toxicity resulting from the generation of MeP from gut bacteria. Therefore, we have embarked on a medicinal chemistry program to identify non-toxic MeP prodrugs that could be used in conjunction with E. coli PNP. In this work, we report on the synthesis of 9-(6-deoxy-β-d-allofuranosyl)-6-methylpurine (3) and 9-(6-deoxy-5-C-methyl-β-d-ribo-hexofuranosyl)-6-methylpurine (4), and the evaluation of their substrate activity with several phosphorylases. The glycosyl donors; 1,2-di-O-acetyl-3,5-di-O-benzyl-α-d-allofuranose (10) and 1-O-acetyl-3-O-benzyl-2,5-di-O-benzoyl-6-deoxy-5-C-methyl-β-d-ribohexofuran-ose (15) were prepared from 1,2:5,6-di-O-isopropylidine-α-d-glucofuranose in 9 and 11 steps, respectively. Coupling of 10 and 15 with silylated 6-methylpurine under Vorbrüggen glycosylation conditions followed conventional deprotection of the hydroxyl groups furnished 5'-C-methylated-6-methylpurine nucleosides 3 and 4, respectively. Unlike 9-(6-deoxy-α-l-talo-furanosyl)-6-methylpurine, which showed good substrate activity with E. coli PNP mutant (M64V), the β-d-allo-furanosyl derivative 3 and the 5'-di-C-methyl derivative 4 were poor substrates for all tested glycosidic bond cleavage enzymes.

Synthesis of a furanosyl-pyranone derivative related to the tri-o-heterocyclic core of herbicidins

A new compound that is structurally related to the undecose ring structure of herbicidins has been prepared. The synthesis of this novel furanosyl-pyranone derivative was made possible through the regioselective reductive ring-opening of a 3,5-O-benzylidene-D-xylofuranose and the hetero-Diels-Alder reaction of an aldehyde and a Danishefsky-type diene. The highly functionalized pyranone derivative can be a useful precursor for the synthesis of herbicidins.

Synthesis of new pseudo-C-nucleosides containing pyrazole rings in their structure

Synthetic approaches to new 4-(furanos-4- C -yl)-1 H -pyrazole and 3-(furanos-4- C -yl)-1 H -pyrazole derivatives are described, including its pyrazole-5-carboxylate derivative, which is a pyrazofurin analogue. Preparation of related 5-acetoxy-1-acetyl-1

Stereoselectivity in deoxygenation of 5-hydroxy-5-phosphinyl-hexofuranoses (α-hydroxyphosphonates)

The addition of dimethyl phosphonate to six different hexofuranos-5-uloses in the presence of DBU, followed by esterification with methoxalyl chloride and then radical reduction, afforded 5-deoxy-5-dimethoxyphosphinyl-D- and L-hexofuranoses. The stereosel

Amide-Modified Oligonucleotides with Preorganized Backbone and Furanose Rings: Highly Increased Thermodynamic Stability of the Duplexes Formed with their RNA and DNA Complements

The amide backbone modification C3′-CH2-CONH-C5′ has been further modified by introducing a methyl at C5′, either in R or in S configuration. Only the S stereoisomer can adopt the required geometry to fit into a duplex with complementary RNA. A

Aureolic acid antibiotics: Synthesis of the cyclohexenone segment from D-glucose

The cyclohexenone segment which is common to all the aureolic acid group of antibiotics has been synthesised from D-glucose.Two routes have been designed to obtain methyl 3-O-benzyl-6-deoxy-2-O-methyl-D-galactopyranoside.Route-A involves the introduction

Method of inhibiting virus

A group of five- and six-membered heterocyclic compounds having a nitrogen in the ring and 2 to 3 hydroxyl substituents on the ring are effective inhibitory agents of human immunodeficiency virus.

OXIRANE RINGS: STUDIES AND APPLICATIONS OF A NEW CHEMO AND REGIO SELECTIVE REDUCTIVE OPENING OF EPOXIDES

The straightforward reductive opening of 1,2 epoxides to alcohols was studied and applied to several significant compounds.The reaction, which proceeds via the nucleophilic opening of the oxirane ring and the subsequent free radical dehalogenation, shows an excellent chemical yield as well as chemo and regioselectivity.This reaction was also applied to a chiral α,β-epoxyester.

Stereoselective photochemical cyclization of 3-O-benzyl-6-deoxy-1,2-O-isoprpylidene-α-D-xylo-hexafuranos-5-ulose derivatives

Photoirradiation of a solution of 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-α-D-xylo-hexafuranos-5-ulose in benzene for 92 h gave (6S)-3,6-anhydro-1,2-O-isopropylidene-5-C-methyl-6-C-phenyl-α-D-gluco- and β-L-idofuranose in 54 percent and 11 percent yield,