583844-08-0

Upstream product

• 457068-06-3 Acetic acid 2-[(2S,3S,4R,5R)-3-benzyloxy-2-benzyloxymethyl-4-(1-methoxy-1-methyl-ethoxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-(toluene-4-sulfonyloxymethyl)-tetrahydro-furan-3-yl]-ethyl ester 
• 457068-04-1 2'-O-acetyl-3'-C-acetyloxyethyl-3',5'-di-O-benzyl-5-methyl-4'-C-(p-toluenesulfonyloxymethyl)uridine 
• 457068-07-4 Toluene-4-sulfonic acid (2S,3S,4R,5R)-3-benzyloxy-2-benzyloxymethyl-3-(2-hydroxy-ethyl)-4-(1-methoxy-1-methyl-ethoxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 
• 457068-05-2 3'-C-acetyloxyethyl-3',5'-di-O-benzyl-5-methyl-4'-C-(p-toluenesulfonyloxymethyl)uridine 
• 457068-03-0 1,2-di-O-acetyl-3-C-acetoxyethyl-3,5-di-O-benzyl-4-C-(p-toluenesulfonyloxymethyl)-D-ribofuranose 
• 457068-08-5 1-[(2R,3R,3aS,7aR)-3a-Benzyloxy-7a-benzyloxymethyl-3-(1-methoxy-1-methyl-ethoxy)-hexahydro-furo[2,3-c]pyran-2-yl]-5-methyl-1H-pyrimidine-2,4-dione 
• 457068-02-9 3,5-Di-O-benzyl-3-C-hydroxyethyl-1,2-O-isopropylidene-4-C-(p-toluenesulfonyloxymethyl)-α-D-ribofuranose 
• 457068-01-8 3-C-allyl-3,5-di-O-benzyl-1,2-O-isopropylidene-4-C-(p-toluenesulfonyloxymethyl)-α-D-ribofuranose 
• 457068-00-7 3-C-allyl-3,5-di-O-benzyl-4-C-hydroxymethyl-1,2-di-O-isopropylidene-α-D-ribofuranose 
• 457067-99-1 3-C-allyl-3-O-benzyl-4-C-hydroxymethyl-1,2-O-isopropylidene-α-D-erythro-pentofuranose 
• 197702-06-0 3-C-allyl-3-O-benzyl-1,2:5,6-di-O-isopropylidene-α-D-allofuranose 
• 583843-85-0 (R)-1-((3aR,5R,6R,6aR)-6-Allyl-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethane-1,2-diol 
• 136152-95-9 (3aR,5S,6R,6aR)-6-Allyl-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carbaldehyde 
• 96212-44-1 (3aR,5R,6R,6aR)-6-(benzyloxy)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyl-6-vinyltetrahydrofuro-[2,3-d][1,3]dioxole 

Downstream Products

• 583844-10-4 1-((2R,3S,3aS,7aR)-3a-Benzyloxy-7a-benzyloxymethyl-3-hydroxy-hexahydro-furo[2,3-c]pyran-2-yl)-3-benzyloxymethyl-5-methyl-1H-pyrimidine-2,4-dione 
• 583844-11-5 1-((2R,3S,3aS,7aR)-3a-Benzyloxy-7a-benzyloxymethyl-3-methoxy-hexahydro-furo[2,3-c]pyran-2-yl)-3-benzyloxymethyl-5-methyl-1H-pyrimidine-2,4-dione 
• 583844-13-7 1-{(2R,3S,3aS,7aR)-7a-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3a-hydroxy-3-methoxy-hexahydro-furo[2,3-c]pyran-2-yl}-5-methyl-1H-pyrimidine-2,4-dione 
• 583844-09-1 1-((2R,3S,3aS,7aR)-3a-Benzyloxy-7a-benzyloxymethyl-3-hydroxy-hexahydro-furo[2,3-c]pyran-2-yl)-5-methyl-1H-pyrimidine-2,4-dione 

Relevant academic research and scientific papers

Synthesis and properties of trans-3′,4′-bridged nucleic acids having typical S-type sugar conformation

The synthesis of nucleoside analogues with a conformationally restricted sugar moiety is of great interest. The present research describes the synthesis of BNA (bridged nucleic acid) monomers 1 and 2 bearing a 4,7-dioxabicyclo[4.3.0] nonane skeleton and a methoxy group at the C2' position. Conformational analysis showed that the sugar moiety of these monomers is restricted in a typical S-type conformation. It was difficult to synthesize the phosphoramidite derivative of the ribo-type monomer 1, while the phosphoramidite of the arabino-type monomer 2 was successfully prepared and incorporated into oligodeoxynucleotides (ODNs). The hybridization ability of the obtained ODN derivatives containing 2 with complementary strands was evaluated by melting temperature (Tm) measurements. As a result, the ODN derivatives hybridized with DNA and RNA complements in a sequence-selective manner, though the stability of the duplexes was lower than that of the corresponding natural DNA/DNA or DNA/RNA duplex.

NUCLEOSIDE ANALOGUES WHOSE SUGAR MOIETIES ARE BOUND IN S-FORM AND OLIGONUCLEOTIDE DERIVATIVES COMPRISING NUCLEOTIDE ANALOGUES THEREOF

Compounds of the following general formula (1) and salts thereof: where A represents an alkylene group having 1 to 2 carbon atoms, etc.; B represents an aromatic heterocyclic group which may have a substituent, etc.; R1 and R2 each represent a hydrogen atom, a protective group for a hydroxyl group for synthesis of nucleic acid, a phosphate group, or -P(R4)R5 [where R4 and R5 are the same or different, and each represent a hydroxyl group, a hydroxyl group protected with a protective group for synthesis of nucleic acid, a mercapto group, a mercapto group protected with a protective group for synthesis of nucleic acid, etc.]; and R3 represents a hydrogen atom, a halogen atom, a hydroxyl group, a hydroxyl group protected with a protective group for synthesis of nucleic acid, etc. These compounds are useful for producing oligonucleotide analogues useful for the antisense method, antigene method, etc., and for producing their intermediates.