4229-57-6

Basic information

• Product Name: 3-(2-deoxypentofuranosyl)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-amine
• Synonyms: 3H-1,2,3-triazolo[4,5-d]pyrimidin-7-amine, 3-(2-deoxypentofuranosyl)-
• CAS NO: 4229-57-6
• Molecular Formula: C₉H₁₂N₆O₃
• Molecular Weight: 252.23
• Mol File: 4229-57-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 651.9°C at 760 mmHg
• Flash Point: 348°C
• Density: 2.11g/cm³
• Vapor Pressure: 6.99E-18mmHg at 25°C
• Refractive Index: 1.946
• CAS DataBase Reference: 3-(2-deoxypentofuranosyl)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-deoxypentofuranosyl)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-amine(4229-57-6)
• EPA Substance Registry System: 3-(2-deoxypentofuranosyl)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-amine(4229-57-6)

Safety Data

• Hazardous Substances Data: 4229-57-6(Hazardous Substances Data)

Upstream product

• 1123-54-2 7-amino-1H-triazolo[4,5-d]pyrimidine 
• 951-77-9 2'-Deoxycytidine 
• 961-07-9 2'-Deoxyguanosine 
• 452-51-7 D-2-deoxyribose 
• 4330-21-6 2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride 
• 3601-89-6 Hoffer's chlorosugar 
• 951-78-0 2'-deoxyuridine 
• 127277-97-8 7-amino-3-<2'-deoxy-3',5'-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl>-3H-1,2,3-triazolo<4,5-d>pyrimidine 
• 127278-04-0 7-methoxy-3-<2'-deoxy-3',5'-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl>-3H-1,2,3-triazolo<4,5-d>pyrimidine 

Downstream Products

• 210109-71-0 (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 
• 210109-75-4 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

Enzymatic synthesis of 2-deoxy-β-d-ribonucleosides of 8-azapurines and 8-aza-7-deazapurines

The enzymatic synthesis of 8-azapurine and 8-aza-7-deazapurine 2-deoxyribonucleosides has been studied. Two methods have been used: (i) transglycosylation employing 2-deoxyguanosine, 2-deoxycytidine, 2-deoxyuridine, and 2-deoxythymidine as 2-deoxy-d-ribofuranose donors and recombinant E. coli purine nucleoside phosphorylase (PNP) as biocatalyst, and (ii) one-pot synthesis from 2-deoxy-d-ribose and nucleobases employing recombinant E. coli ribokinase (RK), phosphopentomutase (PPM) and PNP as biocatalysts. Good substrate activity was observed for all bases studied except 2-amino-8-aza-6-chloro-7-deazapurine, which afforded the desired N9-nucleoside in moderate yield due to very low solubility of the base and partial replacement of C6-chloro atom of the base and formed nucleoside with a hydroxy group. The participation of Ser90 Oγ of E. coli PNP in the binding of 8-aza-7-deazapurines in the catalytic center of PNP followed by the formation of a productive complex and glycosidic bond is suggested. Georg Thieme Verlag Stuttgart · New York.

Process for selectively producing 1-phosphorylated sugar derivative anomer and process for producing nucleoside

A desired isomer is selectively prepared by phosphorolyzing and isomerizing an anomer mixture of a 1-phosphorylated saccharide derivative while crystallizing one of the isomers to displace the equilibrium. Furthermore, using the action of a nucleoside phosphorylase, a nucleoside is prepared from the 1-phosphorylated saccharide derivative obtained and a base with improved stereoselectivity and a higher yield. This process is an anomer-selective process for preparing a 1-phosphorylated saccharide derivative and a nucleoside.

Synthesis of 8-aza-2'-deoxyadenosine and related 7-amino-3H-1,2,3-triazolo[4,5-d]pyrimidine 2'-deoxyribofuranosides: Stereoselective glycosylation via the nucleobase anion

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