221229-74-9

Basic information

• Product Name: (1S,3R,4R,7S)-3-(4-N-benzoylcytosin-1-yl)-7-hydroxy-1-hydroxymethyl-2,5-dioxabicyclo[2.2.1]heptane
• Synonyms: (1S,3R,4R,7S)-3-(4-N-benzoylcytosin-1-yl)-7-hydroxy-1-hydroxymethyl-2,5-dioxabicyclo[2.2.1]heptane
• CAS NO: 221229-74-9
• Molecular Weight: 359.338
• Mol File: 221229-74-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (1S,3R,4R,7S)-3-(4-N-benzoylcytosin-1-yl)-7-hydroxy-1-hydroxymethyl-2,5-dioxabicyclo[2.2.1]heptane(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,3R,4R,7S)-3-(4-N-benzoylcytosin-1-yl)-7-hydroxy-1-hydroxymethyl-2,5-dioxabicyclo[2.2.1]heptane(221229-74-9)
• EPA Substance Registry System: (1S,3R,4R,7S)-3-(4-N-benzoylcytosin-1-yl)-7-hydroxy-1-hydroxymethyl-2,5-dioxabicyclo[2.2.1]heptane(221229-74-9)

Safety Data

• Hazardous Substances Data: 221229-74-9(Hazardous Substances Data)

Upstream product

• 293751-21-0 C₁₇H₁₇N₃O₆ 
• 98-88-4 benzoyl chloride 
• 206055-55-2 1-(4-C-acetoxymethyl-2-O-acetyl-3,5-di-O-benzyl-β-D-ribofuranosyl)-4-N-benzoylcytosine 
• 206055-60-9 1-(3,5-di-O-benzyl-4-C-hydroxymethyl-β-D-ribofuranosyl)-4-N-benzoylcytosine 
• 206055-65-4 (1S,3R,4R,7S)-3-(4-N-benzoylcytosin-1-yl)-7-benzyloxy-1-benzyloxymethyl-2,5-dioxabicyclo[2.2.1]heptane 
• 206055-48-3 4-C-acetoxymethyl-1,2-di-O-acetyl-3,5-di-O-benzyl-D-ribofuranose 
• 206055-69-8 4-amino-1-[(1S,3R,4R,7S)-7-hydroxy-1-(hydroxymethyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl]-1,2-dihydropyrimidin-2-one 
• 206055-83-6 4-C-acetoxymethyl-3,5-di-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranose 
• 153186-10-8 ((3aR,5R,6S,6aR)-6-(benzyloxy)-5-((benzyloxy)methyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanol 
• 293751-17-4 (2R,3R,4S)-2-(4-acetamido-2-oxopyrimidin-1(2H)-yl)-4-(benzyloxy)-5,5-bis(((methylsulfonyl)oxy)methyl)tetrahydrofuran-3-yl acetate 
• 293751-20-9 (1R,3R,4R,7S)-1-benzoyloxymethyl-7-benzyloxy-3-(cytosin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane 
• 293751-03-8 1,2-di-O-acetyl-3-O-benzyl-4-C-methanesulfonyloxymethyl-5-O-methanesulfonyl-D-erythro-pentofuranose 
• 293751-19-6 (1R,3R,4R,7S)-7-benzyloxy-1-methanesulfonoxymethyl-3-(cytosin-1-yl)-2,5-dioxabicyclo[2.2.1]heptane 
• 293751-01-6 3-O-benzyl-4-C-methanesulfonoxymethyl-5-methanesulfonyl-1,2-O-isopropylidene-α-D-erythro-pentofuranose 

Downstream Products

• 206055-73-4 (1R,3R,4R,7S)-3-(4-N-benzoylcytosin-1-yl)-1-(4,4'-dimethoxytrityloxymethyl)-7-hydroxy-2,5-dioxabicyclo[2.2.1]heptane 

Relevant articles and documents

IMPROVED SYNTHESIS OF ?2.2.1|BICYCLO NUCLEOSIDES

A synthesis of [2.2.1]bicyclo nucleosides which is shorter and provides higher overall yields proceeds via the key intermediate of the general formula III, wherein R4 and R5 are, for instance, sulfonates and R7 is, for instance, a halogen or an acetate. F

LNA (Locked Nucleic Acids): Synthesis of the adenine, cytosine, guanine, 5-methylcytosine, thymine and uracil bicyclonucleoside monomers, oligomerisation, and unprecedented nucleic acid recognition

LNA (Locked Nucleic Acids), consisting of 2'-O,4'-C-methylene bicyclonucleoside monomers, is efficiently synthesized and its nucleic acid recognition potential evaluated for six different nucleobases, namely adenine, cytosine, guanine, 5-methylcytosine, thymine and uracil. Unprecedented increases (+3 to +8°C per modification) in the thermal stability of duplexes towards both DNA and RNA were obtained when evaluating mixed sequences of partly or fully modified LNA. Studies of mis-matched sequences show that LNA obey the Watson-Crick base pairing rules with generally improved selectivities compared to the corresponding unmodified reference strands.