N⁶-benzoyl-5'-(4,4'-dimethoxytrityl)-3'-S-benzoyl-2',3'-dideoxy-3'-thioadenosine

Base Information

• Chemical Name: N⁶-benzoyl-5'-(4,4'-dimethoxytrityl)-3'-S-benzoyl-2',3'-dideoxy-3'-thioadenosine
• CAS No.: 934980-58-2
• Molecular Formula: C₄₅H₃₉N₅O₆S
• Molecular Weight: 777.901

Synonyms:N⁶-benzoyl-5'-(4,4'-dimethoxytrityl)-3'-S-benzoyl-2',3'-dideoxy-3'-thioadenosine

Chemical Property of N⁶-benzoyl-5'-(4,4'-dimethoxytrityl)-3'-S-benzoyl-2',3'-dideoxy-3'-thioadenosine

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

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Technology Process of N⁶-benzoyl-5'-(4,4'-dimethoxytrityl)-3'-S-benzoyl-2',3'-dideoxy-3'-thioadenosine

There total 3 articles about N⁶-benzoyl-5'-(4,4'-dimethoxytrityl)-3'-S-benzoyl-2',3'-dideoxy-3'-thioadenosine 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%

thiobenzoic acid (98-91-9) + [(2R,3R,5R)-5-(6-benzamidopurin-9-yl)-2-[[bis(4-methoxyphenyl)phenylmethoxy]methyl]tetrahydrofuran-3-yl] methanesulfonate (934980-56-0) → N6-benzoyl-5'-(4,4'-dimethoxytrityl)-3'-S-benzoyl-2',3'-dideoxy-3'-thioadenosine (934980-58-2)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 100 ℃; for 2h;

DOI:10.1021/ol070147w

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → N6-benzoyl-5'-(4,4'-dimethoxytrityl)-3'-S-benzoyl-2',3'-dideoxy-3'-thioadenosine (934980-58-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyridine / 2 h / 20 °C

1.2: 82 percent / pyridine / 1 h / cooling

2.1: 61 percent / sodium hydride / dimethylformamide; various solvent(s) / 2 h / 100 °C

With pyridine; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1021/ol070147w

Reference yield:

N6-benzoyl-9-(2'-deoxy-β-D-threo-pentofuranosyl)adenine (125944-20-9) → N6-benzoyl-5'-(4,4'-dimethoxytrityl)-3'-S-benzoyl-2',3'-dideoxy-3'-thioadenosine (934980-58-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyridine / 2 h / 20 °C

1.2: 82 percent / pyridine / 1 h / cooling

2.1: 61 percent / sodium hydride / dimethylformamide; various solvent(s) / 2 h / 100 °C

With pyridine; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1021/ol070147w

upstream raw materials:

thiobenzoic acid

[(2R,3R,5R)-5-(6-benzamidopurin-9-yl)-2-[[bis(4-methoxyphenyl)phenylmethoxy]methyl]tetrahydrofuran-3-yl] methanesulfonate

4,4'-dimethoxytrityl chloride

N⁶-benzoyl-9-(2'-deoxy-β-D-threo-pentofuranosyl)adenine

Downstream raw materials:

5'-O-(tert-butyldiphenylsilyl)-3'-S-acetyl-3'-thiothymidine

N⁶-benzoyl-3'-S-benzoyl-2',3'-dideoxy-3'-thioadenosine

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