1-(2-O-acetyl-3-O-benzyl-4-C-methanesulfonoxymethyl-5-O-methanesulfonyl-β-D-erythro-pentofuranosyl)-6-N-benzoyladenine

Base Information

Chemical Name:1-(2-O-acetyl-3-O-benzyl-4-C-methanesulfonoxymethyl-5-O-methanesulfonyl-β-D-erythro-pentofuranosyl)-6-N-benzoyladenine
CAS No.:293751-18-5
Molecular Formula:C₂₉H₃₁N₅O₁₁S₂
Molecular Weight:689.724
Hs Code.:

Synonyms:1-(2-O-acetyl-3-O-benzyl-4-C-methanesulfonoxymethyl-5-O-methanesulfonyl-β-D-erythro-pentofuranosyl)-6-N-benzoyladenine

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Chemical Property of 1-(2-O-acetyl-3-O-benzyl-4-C-methanesulfonoxymethyl-5-O-methanesulfonyl-β-D-erythro-pentofuranosyl)-6-N-benzoyladenine

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Technology Process of 1-(2-O-acetyl-3-O-benzyl-4-C-methanesulfonoxymethyl-5-O-methanesulfonyl-β-D-erythro-pentofuranosyl)-6-N-benzoyladenine

There total 7 articles about 1-(2-O-acetyl-3-O-benzyl-4-C-methanesulfonoxymethyl-5-O-methanesulfonyl-β-D-erythro-pentofuranosyl)-6-N-benzoyladenine 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: 75.0%

: 4005-49-6
N-benzoyladenine

: 293751-03-8
1,2-di-O-acetyl-3-O-benzyl-4-C-methanesulfonyloxymethyl-5-O-methanesulfonyl-D-erythro-pentofuranose

: 293751-18-5
1-(2-O-acetyl-3-O-benzyl-4-C-methanesulfonoxymethyl-5-O-methanesulfonyl-β-D-erythro-pentofuranosyl)-6-N-benzoyladenine

Guidance literature:: N-benzoyladenine; 1,2-di-O-acetyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-3-O-benzyl-D-erythro-pentofuranose; With N,O-bis-(trimethylsilyl)-acetamide; In 1,2-dichloro-ethane; for 1h; Reflux;

With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; for 24h; Inert atmosphere; Reflux;
DOI:10.1016/j.bmcl.2014.04.050

Reference yield:

: 63593-03-3
1,2-O-isopropylidene-3-O-benzyl-4-hydroxymethyl-α-D-ribofuranose

: 293751-18-5
1-(2-O-acetyl-3-O-benzyl-4-C-methanesulfonoxymethyl-5-O-methanesulfonyl-β-D-erythro-pentofuranosyl)-6-N-benzoyladenine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 98 percent / pyridine / 1 h / 20 °C

2.1: 97 percent / conc. H₂SO₄ / acetic acid / 24 h / 20 °C

3.1: N,O-bis(trimethylsilyl)acetamide / 1,2-dichloro-ethane / 1 h / Heating

3.2: 68 percent / trimethylsilyl triflate / 1,2-dichloro-ethane / 29 h / Heating

With pyridine; N,O-bis-(trimethylsilyl)-acetamide; sulfuric acid; In acetic acid; 1,2-dichloro-ethane;
DOI:10.1021/jo010732p

Reference yield:

: 293751-01-6
3-O-benzyl-4-C-methanesulfonoxymethyl-5-methanesulfonyl-1,2-O-isopropylidene-α-D-erythro-pentofuranose

: 293751-18-5
1-(2-O-acetyl-3-O-benzyl-4-C-methanesulfonoxymethyl-5-O-methanesulfonyl-β-D-erythro-pentofuranosyl)-6-N-benzoyladenine

Guidance literature:: Multi-step reaction with 2 steps

1.1: 97 percent / conc. H₂SO₄ / acetic acid / 24 h / 20 °C

2.1: N,O-bis(trimethylsilyl)acetamide / 1,2-dichloro-ethane / 1 h / Heating

2.2: 68 percent / trimethylsilyl triflate / 1,2-dichloro-ethane / 29 h / Heating

With N,O-bis-(trimethylsilyl)-acetamide; sulfuric acid; In acetic acid; 1,2-dichloro-ethane;
DOI:10.1021/jo010732p