210109-71-0

Basic information

• Product Name: (2R,3S,5R)-5-(7-Amino-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-ol
• CAS NO: 210109-71-0
• Molecular Weight: 554.605
• Mol File: 210109-71-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2R,3S,5R)-5-(7-Amino-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3S,5R)-5-(7-Amino-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-ol(210109-71-0)
• EPA Substance Registry System: (2R,3S,5R)-5-(7-Amino-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-ol(210109-71-0)

Safety Data

• Hazardous Substances Data: 210109-71-0(Hazardous Substances Data)

Upstream product

• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 4229-57-6 8-Aza-2'-deoxy-adenosine 

Downstream Products

• 210109-75-4 N-(3-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl)-isobutyramide 

Relevant articles and documents

8-Azaadenosine and its 2'-deoxyribonucleoside: Synthesis and oligonucleotide base-pair stability

The synthesis of 8-azaadenosine (1a; z8A) has been performed by SnCl4- catalyzed glycosylation of 8-azaadenine (4) with 1,2,3,5-tetra-O-acetyl-β- D-ribofuranose (5), followed by the separation of the regioisomers 6 an d7 and subsequent deacetylation. The ribonucleoside 1a as well as its 2'-deoxy derivative 1b (z8A(d)) were converted into oligonucleotide building blocks- the phosphonate 2 as well as the phosphoramidites 3 and 19. They were used to prepare the oligoribonucleotide (z8A-U)6 and oligodeoxyribonucleotides. The T(m) values and the thermodynamic data of duplex formation of the modified duplexes showed no significant changes compared to those containing A(d) or A residues. This indicates that the stereoelectronic effect of the 8-azaadenine base which was found for the monomeric nucleoside has only a minor influence on the duplex stability.