Synthesis of Azido and Triazolyl Purine Ribonucleosides was written by Lipins, Dags Davis; Jeminejs, Andris; Novosjolova, Irina; Bizdena, Erika; Turks, Maris. And the article was included in Current Protocols on September 30,2021.Synthetic Route of C10H12N4O4 The following contents are mentioned in the article:
Here, we describe detailed synthetic protocols for preparation of 6-amino/thio-2-triazolylpurine ribonucleosides. First, 9-(2′,3′,5′-tri-O-acetyl-β–ribofuranosyl)-2,6-diazido-9H-purine, to be used as a key starting material, is synthesized in an SNAr reaction with NaN3 starting from com. available 9-(2′,3′,5′-tri-O-acetyl-β–ribofuranosyl)-2,6-dichloro-9H-purine. Next, 2,6-bis-triazolylpurine ribonucleoside is obtained in a CuAAC reaction between diazidopurine derivative and Ph acetylene, and used in SNAr reactions with N- and S-nucleophiles. In these reactions, the triazolyl ring at the purine C6 position acts as a good leaving group. Cleavage of acetyl protecting groups from the ribosyl moiety is achieved in presence of piperidine. In the SNAr reaction with amino acid derivatives, the acetyl groups remain intact. Moreover, 9-(2′,3′,5′-tri-O-acetyl-β–ribofuranosyl)-2,6-diazido-9H-purine is selectively reduced at the C6 position using a CuSO4·5H2O/sodium ascorbate system. This provides a straightforward approach for synthesis of 9-(2′,3′,5′-tri-O-acetyl-β–ribofuranosyl)-6-amino-2-azido-9H-purine. 2021 Wiley Periodicals LLC Basic Protocol 1: Synthesis of 6-amino-2-triazolylpurine ribonucleosides Basic Protocol 2: Synthesis of 6-thio-2-triazolylpurine ribonucleosides Basic Protocol 3: Synthesis of 6-amino-2-azidopurine ribonucleoside This study involved multiple reactions and reactants, such as (2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol (cas: 550-33-4Synthetic Route of C10H12N4O4 ).
(2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol (cas: 550-33-4) belongs to tetrahydrofuran derivatives. THF (Tetrahydrofuran) is a stable compound with relatively low boiling point and excellent solvency. THF (Tetrahydrofuran) is also used as a starting material for the synthesis of poly(tetramethylene ether) glycol (PTMG), etc.Synthetic Route of C10H12N4O4
550-33-4;(2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol;The future of 550-33-4;New trend of C10H12N4O4 ;function of 550-33-4