103763-14-0

Upstream product

• 103763-12-8 5-O-tert-butyldiphenylsilyl-α,β-L-arabinofuranose 
• 67-64-1 acetone 
• 5328-37-0 L-arabinose 
• 87-72-9 L-(+)-arabinose 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 532-20-7 L-arabinose 
• 10323-20-3 D-Arabinose 
• 77-76-9 2,2-dimethoxy-propane 

Downstream Products

• 168103-01-3 3-O-benzyl-1,2-O-isopropylidene-5-O-(tert-butyldiphenylsilyl)-β-L-arabinofuranose 
• 460052-80-6 5-t-butyldiphenylsilyloxymethyl-6-(2-furyl)-2,2-dimethyl-(3aR,5S,6R,6aR)-perhydrofuro[2,3-d][1,3]dioxol-6-ol 
• 460052-84-0 C₂₈H₃₄O₇Si 
• 460052-92-0 C₂₉H₃₈O₇Si 
• 460052-93-1 C₂₉H₃₈O₇Si 
• 460052-95-3 5-t-butyldiphenylsiloxymethyl-6'-methoxy-2,2-dimethyl-(3'R,3aR,5S,6R,6'S,6aR)-spiro[perhydrofuro[2,3-d][1,3]dioxole-6,2'-(3'H,6'H-pyran)]-3'-yl acetate 
• 460052-96-4 5-t-butyldiphenylsiloxymethyl-6'-methoxy-2,2-dimethyl-(3'R,3aR,5S,6R,6'R,6aR)-spiro[perhydrofuro[2,3-d][1,3]dioxole-6,2'-(3'H,6'H-pyran)]-3'-yl acetate 
• 460052-97-5 5-t-butyldiphenylsiloxymethyl-4',5'-dihydroxy-6'-methoxy-2,2-dimethyl-(3'R,3aR,4'S,5S,5'R,6S,6'S,6aR)-spiro[perhydrofuro[2,3-d][1,3]dioxole-6,2'-(3'H,6'H-pyran)]-3'-yl acetate 
• 460052-98-6 5-t-butyldiphenylsiloxymethyl-4',5'-dihydroxy-6'-methoxy-2,2-dimethyl-(3'R,3aR,4'S,5S,5'R,6S,6'R,6aR)-spiro[perhydrofuro[2,3-d][1,3]dioxole-6,2'-(3'H,6'H-pyran)]-3'-yl acetate 
• 68354-70-1 3-O-benzyl-1,2-O-isopropylidene-β-L-arabinofuranose 
• 190583-85-8 1,2-O-isopropylidene-3,5-di-O-benzyl-β-L-arabinofuranose 

Relevant academic research and scientific papers

An eco-compatible strategy for the diversity-oriented synthesis of macrocycles exploiting carbohydrate-derived building blocks

An efficient, eco-compatible diversity-oriented synthesis (DOS) approach for the generation of library of sugar embedded macrocyclic compounds with various ring size containing 1,2,3-triazole has been developed. This concise strategy involves the iterative use of readily available sugar-derived alkyne/azide-alkene building blocks coupled through copper catalyzed azide-alkyne cycloaddition (CuAAC) reaction followed by pairing of the linear cyclo-adduct using greener reaction conditions. The eco-compatibility, mild reaction conditions, greener solvents, easy purification and avoidance of hazards and toxic solvents are advantages of this protocol to access this important structural class. The diversity of the macrocycles synthesized (in total we have synthesized 13 macrocycles) using a set of standard reaction protocols demonstrate the potential of the new eco-compatible approach for the macrocyclic library generation.

Amipurimycin: Total Synthesis of the Proposed Structures and Diastereoisomers

The proposed diastereoisomers (1 a–d) together with their C8′-epimers (1 e–h) of amipurimycin, a unique antifungal peptidyl nucleoside antibiotic, have been synthesized for the first time. The synthetic approach is efficient and stereodivergent, and features a stereoselective aldol condensation to build the branched C9 sugar amino acid skeleton and a regio- and stereocontrolled gold(I)-catalyzed N-glycosylation to furnish the purine nucleoside. Analysis of the NMR data suggests that the previously assigned configuration of the tertiary C3′ in amipurimycin should be of opposite configuration.

Total Synthesis, Configuration Assignment, and Cytotoxic Activity Evaluation of Protulactone A

The first total synthesis and absolute configuration assignment of protulactone A (1) has been achieved. Four stereoisomers, 1a, ent-1a, 1b, and ent-1b, of this natural polyketide were prepared by chiral pool synthesis starting from l- and d-arabinose, re

L-nucleoside compounds and application thereof

The invention discloses L-nucleoside compounds having the structure characteristic represented by the formula (I) or pharmaceutically acceptable salts thereof, and belongs to the technical field of pharmaceutical chemistry. The compounds can inhibit the activity of RNA viral polymerase, so the compounds can be used as potential drugs for prevention and treatment of infection of RNA viruses such as HCV, influenza virus, HRV (rhinovirus), RSV, Ebola virus, dengue virus, intestinal virus and the like.

Deoxygenation at the C3 position of d- and l-arabinofuranose: Stereospecific access to enantiomeric cordycepose derivatives

Efficient synthesis of 3-deoxy-1,2-O-isopropylidene-β-d- and β-l-threo-pentofuranose (1,2-O-isopropylidene-β-d- and β-l-cordycepose) was accomplished starting from d- and l-arabinofuranose derivatives, respectively, by the action of LiBH(Et)3 on corresponding intermediate 3-O-lyxofuranosyl trifluoromethanesulfonates.

Synthesis of cis - And trans-α-l-[4.3.0]bicyclo-DNA monomers for antisense technology: Methods for the diastereoselective formation of bicyclic nucleosides

Two α-l-ribo-configured bicyclic nucleic acid modifications, represented by analogues 12 and 13, which are epimeric at C3′ and C5′ have been synthesized using a carbohydrate-based approach to build the bicyclic core structure. An intramolecular l-proline-mediated aldol reaction was employed to generate the cis-configured ring junction of analogue 12 and represents a rare application of this venerable organocatalytic reaction to a carbohydrate system. In the case of analogue 13, where a trans-ring junction was desired, an intermolecular diastereoselective Grignard reaction followed by ring-closing metathesis was used. In order to set the desired stereochemistry at the C5′ positions of both nucleoside targets, a study of diastereoselective Lewis acid mediated allylation reactions on a common bicyclic aldehyde precursor was carried out. Analogue 12 was incorporated in oligonucleotide sequences, and thermal denaturation experiments indicate that it is destabilizing when paired with complementary DNA and RNA. However, this construct shows a significant improvement in nuclease stability relative to a DNA oligonucleotide.

BICYCLIC NUCLEOSIDES AND OLIGOMERIC COMPOUNDS PREPARED THEREFROM

The present invention provides novel 3', 5 '-linked bicyclic nucleosides and oligomeric compounds prepared therefrom. The bicyclic nucleosides provided herein are useful for enhancing one or more properties of the oligomeric compounds they are incorporated into such as nuclease resistance.

Indirect approach to C-3 branched 1,2-cis-glycofuranosides: synthesis of aceric acid glycoside analogues

Aceric acid (3-C-carboxy-5-deoxy-α-l-xylofuranose) residues are present in pectic polysaccharide rhamnogalacturonan II (RG II) in the form of synthetically challenging 1,2-cis-glycofuranosides. To access synthetic fragments of RG II incorporating aceric a

Oxetane amino acids: synthesis of tetrameric and hexameric carbopeptoids derived from l-ribo 4-(aminomethyl)-oxetan-2-carboxylic acid

The synthesis of methyl 2,4-anhydro-5-azido-3-O-benzyl-5-deoxy-l-ribonate, a δ-2,4-cis-oxetane-azido ester scaffold derived from l-arabinose, is reported. Iterative coupling methods were utilised to form homo-oligomers up to the hexamer in order to investigate the secondary structural preferences of these systems.

2'-deoxy-L-nucleosides

This invention provides processes for the preparation of compounds having the structure: wherein X and Y are same or different, and H, OH, OR, SH, SR, NH2, NHR′, or NR′R″Z is H, F, Cl, Br, I, CN, or NH2. R is hydrogen, halogen, lower alkyl of C1-C6 or aralkyl, NO2, NH2, NHR′, NR′R″, OH, OR, SH, SR, CN, CONH2, CSNH2, CO2H, CO2R′, CH2CO2H, CH2CO2R′, CH═CHR, CH2CH═CHR, or C═CR. R′ and R″ are same or different, and lower alkyl of C1-C6. R13 is hydrogen, alkyl, acyl, phosphate (monophosphate, diphosphate, triphosphate, or stabilized phosphate) or silyl; and