66926-89-4

Upstream product

• 31795-13-8 3-O-benzoyl-1,2-O-isopropylidene-α-D-allofuranose 
• 14686-89-6 (1,2:5,6)-di-O-isopropylidene-D-gulose 
• 2847-00-9 1,2:5,6-di-O-isopropylidene-α-D-hexofuran-3-ulose 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 2595-05-3 Diacetone D-glucose 
• 98-88-4 benzoyl chloride 
• 29474-73-5 (+)-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-allofuranos-3-yl benzoate 
• 31795-14-9 3-O-Benzoyl-1,2-O-isopropyliden-5,6-di-O-methylsulfonyl-α-D-allofuranose 

Downstream Products

• 113808-25-6 3-O-benzoyloxy-5-deoxy-1,2-O-isopropylidene-α-D-ribohexofuranose 
• 201800-16-0 (2S,3R,4R)-Hex-5-ene-1,2,3,4-tetraol 
• 80890-30-8 (3R,4R,5R)-5-(2-Benzyloxy-ethyl)-4-methyl-tetrahydro-furan-2,3-diol 
• 80879-41-0 (3R,4S,5R)-4-Benzyloxymethyl-5-ethyl-tetrahydro-furan-2,3-diol 
• 80879-42-1 (2R,3R)-2-Benzyloxymethyl-3-hydroxy-pentanal 
• 80879-40-9 (3aR,5R,6R,6aR)-6-Benzyloxymethyl-5-ethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole 
• 80890-17-1 (E)-(4R,5R)-4-Benzyloxymethyl-5-hydroxy-2-methyl-hept-2-enoic acid ethyl ester 
• 80879-43-2 (E)-3-[(4S,5S,6R)-6-(2-Benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-acrylic acid ethyl ester 
• 80879-44-3 (R)-3-[(4S,5S,6R)-6-(2-Benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-5-methyl-hex-5-enoic acid ethyl ester 
• 80879-44-3 (S)-3-[(4S,5S,6R)-6-(2-Benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-5-methyl-hex-5-enoic acid ethyl ester 
• 620169-19-9 C₂₄H₂₂N₂O₈ 
• 620169-18-8 Benzoic acid (2R,3R,4R)-4,5-diacetoxy-2-(2-acetoxy-ethyl)-tetrahydro-furan-3-yl ester 
• 184045-10-1 1-(2,6-diacetyl-3-O-benzoyl-5-deoxy-β-D-ribo-hexofuranosyl)uracil 

Relevant academic research and scientific papers

Synthesis and properties of RNA analogues having amides as interuridine linkages at selected positions

Oligoribonucleotide analogues having amide internucleoside linkages (AM1: 3′-CH2CONH-5′ and AM2: 3′-CH 2NHCO-5′) at selected positions have been synthesized and the thermal stability of duplexes formed by these analogues with complem

An Efficient Synthesis of Enantiomeric Ribonucleic Acids from D-Glucose

Enantiomeric oligoribonucleotides ( = ent-RNA) up to a sequence length of thirty-five and consisting of the (L-configurated) nucleosides ent-adenosine, ent-guanosine, ent-cytidine, ent-uridine, and 1-(β-L-ribofuranosyl)thymine were prepared by automated synthesis from appropriate building blocks, carrying a known photolabile 2′-O-protecting group. A simple large-scale synthesis of the new, prefunctionalized L-ribose derivative 5 from D-glucose (Scheme 1) and its straightforward conversion into the five phosphoramidites 28-32 and five solid supports 38-42, respectively, were elaborated (Scheme 4). Within this project, a novel, superior strategy for the synthesis of the 2′-O-{[(2-nitrobenzyl)oxy]methyl}-substituted key intermediates 18-22 by regioselective alkylation of their 5′-O-dimethoxytritylated precursors 13-17 was developed. Furthermore, an improved set-up for the final light-induced cleavage of the 2′-O-protecting groups from the oligonucleotide sequences was designed (Scheme 5 and Fig. 1). The correct composition of all ent-oligoribonucleotides prepared was established by their MALDI-TOF mass spectra. The 1H-NMR-spectroscopic data of a dodecameric ent-RNA sequence was in excellent agreement with the published data of its natural counterpart, synthesized by conventional methods. The known specific cleavage of a tetradecamer sequence by a 35mer ribozyme structure could be reproduced by ent-oligoribonucleotides, synthesized by the presented methods (Fig. 4).