215959-65-2

Upstream product

• 401906-98-7 1′,5′-anhydro-4′,6′-O-benzylidene-2′-deoxy-2′-(uracil-1-yl)-D-altro-hexitol 
• 92283-88-0 1,5:2,3-dianhydro-4,6-O-benzylidene-D-allitol 
• 109428-30-0 1,5:2,3-anhydro-4,6-O-benzylidene-D-allitol 
• 181711-37-5 1-((4aR,7R,8S,8aS)-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-1H-pyrimidine-2,4-dione 
• 215959-64-1 Benzoic acid (4aR,7R,8S,8aS)-7-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 

Downstream Products

• 215959-66-3 1,5-anhydro-3-O-benzoyl-6-O-monomethoxytrityl-2-deoxy-2-(uracil-1-yl)-D-altro-hexitol 

Relevant academic research and scientific papers

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.

1,5-Anhydro-2-deoxy-D-altritol oligonucleotides as conformationally restricted analogues of RNA

As part of a project concerning the investigation of new hexitol nucleic acids (HNA), the 1,5-anhydro-2-deoxy-D-altritol nucleoside building blocks with a uracil, cytosine, adenine and guanine base moiety were synthesized. The uracil analogue was used for the automated synthesis of corresponding oligonucleotides. Hybridization capabilities of these altritol nucleic acids (ANA) are illustrated by the Tm values obtained for the (d(h)U)13/(dA)13 duplex.