1'-(N⁶-benzoyladenin-9-yl)-2'-O-acetyl-3'-deoxy-5'-O-benzyl-α-D-apio-L-furanose

Base Information

Chemical Name:1'-(N⁶-benzoyladenin-9-yl)-2'-O-acetyl-3'-deoxy-5'-O-benzyl-α-D-apio-L-furanose
CAS No.:1610459-70-5
Molecular Formula:C₂₆H₂₅N₅O₅
Molecular Weight:487.515
Hs Code.:

1'-(N<sup>6</sup>-benzoyladenin-9-yl)-2'-O-acetyl-3'-deoxy-5'-O-benzyl-α-D-apio-L-furanose

Synonyms:1'-(N⁶-benzoyladenin-9-yl)-2'-O-acetyl-3'-deoxy-5'-O-benzyl-α-D-apio-L-furanose

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Chemical Property of 1'-(N⁶-benzoyladenin-9-yl)-2'-O-acetyl-3'-deoxy-5'-O-benzyl-α-D-apio-L-furanose

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Technology Process of 1'-(N⁶-benzoyladenin-9-yl)-2'-O-acetyl-3'-deoxy-5'-O-benzyl-α-D-apio-L-furanose

There total 8 articles about 1'-(N⁶-benzoyladenin-9-yl)-2'-O-acetyl-3'-deoxy-5'-O-benzyl-α-D-apio-L-furanose 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: 60.0%

: 1610459-62-5
1-O-methyl-2-O-acetyl-3-deoxy-5-(O-benzyl)-β-D-apio-L-furanose

: 4005-49-6
N-benzoyladenine

: 1610459-70-5
1'-(N⁶-benzoyladenin-9-yl)-2'-O-acetyl-3'-deoxy-5'-O-benzyl-α-D-apio-L-furanose

Guidance literature:: N-benzoyladenine; With pyridine; chloro-trimethyl-silane; 1,1,1,3,3,3-hexamethyl-disilazane; Reflux; Inert atmosphere;

1-O-methyl-2-O-acetyl-3-deoxy-5-(O-benzyl)-β-D-apio-L-furanose; With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at 150 ℃; for 0.0833333h; Inert atmosphere; Microwave irradiation;
DOI:10.1021/jo500659e

Reference yield: 32.0%

: 1,2-di-O-acetyl-3-deoxy-5-(O-benzyl)-D-apio-L-furanose

: 4005-49-6
N-benzoyladenine

: 1610459-70-5
1'-(N⁶-benzoyladenin-9-yl)-2'-O-acetyl-3'-deoxy-5'-O-benzyl-α-D-apio-L-furanose

: C₂₆H₂₅N₅O₅

Guidance literature:: N-benzoyladenine; With pyridine; chloro-trimethyl-silane; 1,1,1,3,3,3-hexamethyl-disilazane; Reflux; Inert atmosphere;

1,2-di-O-acetyl-3-deoxy-5-(O-benzyl)-D-apio-L-furanose; With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; at 40 ℃; for 48h; Inert atmosphere;
DOI:10.1021/jo500659e

Reference yield:

: 34560-62-8
1,2-O-isopropylidene-5-(O-benzyl)-α-D-apio-D-furanose

: 1610459-70-5
1'-(N⁶-benzoyladenin-9-yl)-2'-O-acetyl-3'-deoxy-5'-O-benzyl-α-D-apio-L-furanose

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 0 - 25 °C / Inert atmosphere

1.2: 1 h / 25 °C / Inert atmosphere

1.3: 3 h / 25 °C / Inert atmosphere

2.1: toluene-4-sulfonic acid / 16 h / 25 °C / Inert atmosphere

3.1: dmap; pyridine / 4 h / 0 - 25 °C / Inert atmosphere

4.1: chloro-trimethyl-silane; 1,1,1,3,3,3-hexamethyl-disilazane; pyridine / Reflux; Inert atmosphere

4.2: 0.08 h / 150 °C / Inert atmosphere; Microwave irradiation

With pyridine; dmap; chloro-trimethyl-silane; sodium hydride; toluene-4-sulfonic acid; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; mineral oil; 1.2: |Barton-McCombie Deoxygenation / 1.3: |Barton-McCombie Deoxygenation / 4.2: |Vorbrueggen Nucleoside Synthesis;
DOI:10.1021/jo500659e