9-(2-O-acetyl-3-O-benzyl-4-C-methanesulfonoxymethyl-5-O-methanesulfonyl-β-D-erythro-pentofuranosyl)-2-N-isobutyrylguanine

Base Information

Chemical Name:9-(2-O-acetyl-3-O-benzyl-4-C-methanesulfonoxymethyl-5-O-methanesulfonyl-β-D-erythro-pentofuranosyl)-2-N-isobutyrylguanine
CAS No.:293751-14-1
Molecular Formula:C₂₆H₃₃N₅O₁₂S₂
Molecular Weight:671.706
Hs Code.:

Synonyms:9-(2-O-acetyl-3-O-benzyl-4-C-methanesulfonoxymethyl-5-O-methanesulfonyl-β-D-erythro-pentofuranosyl)-2-N-isobutyrylguanine

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Chemical Property of 9-(2-O-acetyl-3-O-benzyl-4-C-methanesulfonoxymethyl-5-O-methanesulfonyl-β-D-erythro-pentofuranosyl)-2-N-isobutyrylguanine

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Technology Process of 9-(2-O-acetyl-3-O-benzyl-4-C-methanesulfonoxymethyl-5-O-methanesulfonyl-β-D-erythro-pentofuranosyl)-2-N-isobutyrylguanine

There total 4 articles about 9-(2-O-acetyl-3-O-benzyl-4-C-methanesulfonoxymethyl-5-O-methanesulfonyl-β-D-erythro-pentofuranosyl)-2-N-isobutyrylguanine 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:

: 21047-89-2
2-N-isobutyrylguanine

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

: 9-(2-O-acetyl-3-O-benzyl-4-C-methanesulfoxymethyl-5-O-methanesulfonyl-α-D-ribofuranosyl)-2-N-isobutyrylguanine

: 293751-14-1
9-(2-O-acetyl-3-O-benzyl-4-C-methanesulfonoxymethyl-5-O-methanesulfonyl-β-D-erythro-pentofuranosyl)-2-N-isobutyrylguanine

Guidance literature:: 2-N-isobutyrylguanine; 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; Heating / reflux;

With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; for 2h; Heating / reflux;

Reference yield:

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

: 293751-14-1
9-(2-O-acetyl-3-O-benzyl-4-C-methanesulfonoxymethyl-5-O-methanesulfonyl-β-D-erythro-pentofuranosyl)-2-N-isobutyrylguanine

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 / 1.5 h / Heating

3.2: trimethylsilyl triflate / 1,2-dichloro-ethane / 2 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

: 293751-14-1
9-(2-O-acetyl-3-O-benzyl-4-C-methanesulfonoxymethyl-5-O-methanesulfonyl-β-D-erythro-pentofuranosyl)-2-N-isobutyrylguanine

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 / 1.5 h / Heating

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

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