9-(2'-O-acetyl-5'-O-benzoyl-3'-C-cyano-3'-deoxy-β-L-ribofuranosyl)hypoxanthine

Base Information

Chemical Name:9-(2'-O-acetyl-5'-O-benzoyl-3'-C-cyano-3'-deoxy-β-L-ribofuranosyl)hypoxanthine
CAS No.:612485-24-2
Molecular Formula:C₂₀H₁₇N₅O₆
Molecular Weight:423.385
Hs Code.:

Synonyms:9-(2'-O-acetyl-5'-O-benzoyl-3'-C-cyano-3'-deoxy-β-L-ribofuranosyl)hypoxanthine

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Chemical Property of 9-(2'-O-acetyl-5'-O-benzoyl-3'-C-cyano-3'-deoxy-β-L-ribofuranosyl)hypoxanthine

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Technology Process of 9-(2'-O-acetyl-5'-O-benzoyl-3'-C-cyano-3'-deoxy-β-L-ribofuranosyl)hypoxanthine

There total 5 articles about 9-(2'-O-acetyl-5'-O-benzoyl-3'-C-cyano-3'-deoxy-β-L-ribofuranosyl)hypoxanthine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 61.0%

: 68-94-0
hypoxanthine

: 612485-18-4
1,2-di-O-acetyl-5-O-benzoyl-3-C-cyano-3-deoxy-L-ribofuranose

: 612485-24-2
9-(2'-O-acetyl-5'-O-benzoyl-3'-C-cyano-3'-deoxy-β-L-ribofuranosyl)hypoxanthine

: Benzoic acid (2R,3S,4S,5S)-4-acetoxy-3-cyano-5-(6-hydroxy-purin-7-yl)-tetrahydro-furan-2-ylmethyl ester

Guidance literature:: With N,O-bis-(trimethylsilyl)-acetamide; trimethylsilyl trifluoromethanesulfonate; In acetonitrile; for 36h; Heating;
DOI:10.1016/S0040-4020(03)01074-3

Reference yield:

: 98-88-4
benzoyl chloride

: 612485-24-2
9-(2'-O-acetyl-5'-O-benzoyl-3'-C-cyano-3'-deoxy-β-L-ribofuranosyl)hypoxanthine

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / pyridine / CH₂Cl₂ / 1 h / 20 °C

2: CF₃CO₂H / H₂O / 6 h

3: 32 g / pyridine / 12 h / 20 °C

4: 61 percent / N,O-bis(trimethylsilyl)acetamide; TMSOTf / acetonitrile / 36 h / Heating

With pyridine; N,O-bis-(trimethylsilyl)-acetamide; trimethylsilyl trifluoromethanesulfonate; trifluoroacetic acid; In dichloromethane; water; acetonitrile;
DOI:10.1016/S0040-4020(03)01074-3

Reference yield:

: 3-C-cyano-3-deoxy-1,2-O-isopropylidene-α-L-ribofuranose

: 612485-24-2
9-(2'-O-acetyl-5'-O-benzoyl-3'-C-cyano-3'-deoxy-β-L-ribofuranosyl)hypoxanthine

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / pyridine / CH₂Cl₂ / 1 h / 20 °C

2: CF₃CO₂H / H₂O / 6 h

3: 32 g / pyridine / 12 h / 20 °C

4: 61 percent / N,O-bis(trimethylsilyl)acetamide; TMSOTf / acetonitrile / 36 h / Heating

With pyridine; N,O-bis-(trimethylsilyl)-acetamide; trimethylsilyl trifluoromethanesulfonate; trifluoroacetic acid; In dichloromethane; water; acetonitrile;
DOI:10.1016/S0040-4020(03)01074-3