401906-98-7

Usage

Uses

Used in Pharmaceutical Industry:
2-(2-aMino-1,6-dihydro-6-oxo-9H-purin-9-yl)-1,5-anhydro-2-deoxy-4,6-O-[(R)-phenylMethylene]-D-Altritol is used as a potential antiviral and antitumor agent for its ability to inhibit the growth of viral and tumor cells by interfering with nucleic acid synthesis and replication.
Used in Biochemical Research:
2-(2-aMino-1,6-dihydro-6-oxo-9H-purin-9-yl)-1,5-anhydro-2-deoxy-4,6-O-[(R)-phenylMethylene]-D-Altritol serves as a valuable biochemical research reagent for studying the structure and function of nucleic acids, contributing to a deeper understanding of their roles in biological processes.

Upstream product

• 66-22-8 uracil 
• 92283-88-0 1,5:2,3-dianhydro-4,6-O-benzylidene-D-allitol 

Downstream Products

• 401906-99-8 1-((2R,4aR,7R,8S,8aS)-8-Methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-1H-pyrimidine-2,4-dione 
• 401907-00-4 1-{(3R,4S,5S,6R)-5-Hydroxy-4-methoxy-6-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-pyran-3-yl}-1H-pyrimidine-2,4-dione 
• 215959-65-2 1,5-anhydro-3-O-benzoyl-2-deoxy-2-(uracil-1-yl)-D-altro-hexitol 
• 227079-07-4 1,5-anhydro-3-O-benzoyl-2-deoxy-2-(N⁴-benzoylcytosin-1-yl)-D-altro-hexitol 
• 215959-66-3 1,5-anhydro-3-O-benzoyl-6-O-monomethoxytrityl-2-deoxy-2-(uracil-1-yl)-D-altro-hexitol 
• 227079-08-5 1,5-anhydro-3-O-benzoyl-6-O-monomethoxytrityl-2-deoxy-2-(N⁴-benzoylcytosin-1-yl)-D-altro-hexitol 
• 937031-51-1 1,5-anhydro-4,6-O-benzylidene-2-(cytosin-1-yl)-2-deoxy-D-altro-hexitol 
• 852235-10-0 1,5-anhydro-4,6-O-benzylidene-2-deoxy-2-(5-iodouracil-1-yl)-D-altro-hexitol 
• 937031-47-5 1,5-anhydro-4,6-O-benzylidene-2-deoxy-3-O-(9-fluorenylmethoxycarbonyl)-2-(uracil-1-yl)-D-altro-hexitol 
• 852235-11-1 C₁₈H₂₀N₂O₈S 

Relevant academic research and scientific papers

Synthesis of Protected Amino Hexitol Nucleosides as Building Blocks for Oligonucleotide Synthesis

A new synthesis protocol for the preparation of hitherto unknown 1′,5′-anhydro-4′-amino-trityl/MMTr hexitol nucleosides has been developed. Key steps in the synthesis of the pyrimidine analogues (U and C) include the regioselective d-allo-hexitol oxirane and 2′,4′-anhydronucleoside ring opening by uracil and azide, respectively. A different strategy using a regioselective epoxide ring opening of d-gulo-oxirane, followed by a SN2 type of azidation reaction, has been adopted for the purine analogues (A and G). These compounds can be easily converted to 6′-phosphoramidites for the solid-phase synthesis of N4′ → P6′ phosphoramidates of amino hexitol nucleic acids (AHNA).

TETRAHYDROPYRAN NUCLEIC ACID ANALOGS

The present disclosure describes tetrahydropyran nucleoside analogs, oligomeric compounds prepared therefrom and methods of using the oligomeric compounds. More particularly, tetrahydropyran nucleoside analogs are provided, having one or more chiral subst

Synthesis of D-Altritol Nucleosides with a 3′ -O-Tert-Butyldimethylsilyl Protecting Group

Four D-altritol nucleosides with a 3′-O-tert- butyldimethylsilyl protecting group are synthesized (base moieties are adenine, guanine, thymine and 5-methylcytosine). The nucleosides are obtained by ring opening reaction of 1,5:2,3-dianhydro-4,6-O-benzylid

Increased RNA affinity of HNA analogues by introducing alkoxy substituents at the C-1 or C-3 position

1,5-Anhydrohexitol nucleoside congeners with alkoxy substituents, were prepared, resulting in a further improvement of their RNA affinity and antisense potential.

Synthesis of protected D-altritol nucleosides as building blocks for oligonucleotide synthesis

D-Altritol nucleosides with an adenine and uracil base moiety were obtained by nucleophilic opening of the epoxide ring of 1,5:2,3-dianhydro- 4,6-O-benzylidene-D-allitol using the sodium salt of the above mentioned bases. The use of a 2-trimethylsilylethyl protecting group for the O6- function of the guanine base offers a useful compromise between stability and acceptable alkylation yields of the N9-position if the guanine base. The cytosine nucleoside was synthesized starting from the uracil congener. The 3'-hydroxyl function was protected with a benzoyl group.