9-<5-O-tert-butyldimethylsilyl-2-deoxy-3-O-(4,4'-dimethoxytrityl)-4-thio-β-L-ribofuranosyl>-adenine

Base Information

• Chemical Name: 9-<5-O-tert-butyldimethylsilyl-2-deoxy-3-O-(4,4'-dimethoxytrityl)-4-thio-β-L-ribofuranosyl>-adenine
• CAS No.: 219662-05-2
• Molecular Formula: C₃₇H₄₅N₅O₄SSi
• Molecular Weight: 683.947

Synonyms:9-<5-O-tert-butyldimethylsilyl-2-deoxy-3-O-(4,4'-dimethoxytrityl)-4-thio-β-L-ribofuranosyl>-adenine

Chemical Property of 9-<5-O-tert-butyldimethylsilyl-2-deoxy-3-O-(4,4'-dimethoxytrityl)-4-thio-β-L-ribofuranosyl>-adenine

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Technology Process of 9-<5-O-tert-butyldimethylsilyl-2-deoxy-3-O-(4,4'-dimethoxytrityl)-4-thio-β-L-ribofuranosyl>-adenine

There total 4 articles about 9-<5-O-tert-butyldimethylsilyl-2-deoxy-3-O-(4,4'-dimethoxytrityl)-4-thio-β-L-ribofuranosyl>-adenine 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: 70.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + 9-(5-O-tert-butyldimethylsilyl-2-deoxy-4-thio-β-L-ribofuranosyl)adenine (219662-02-9) → 9-<5-O-tert-butyldimethylsilyl-2-deoxy-3-O-(4,4'-dimethoxytrityl)-4-thio-β-L-ribofuranosyl>-adenine (219662-05-2)

Guidance literature:

With dmap; In pyridine; Ambient temperature; overnight;

DOI:10.1080/07328319808004318

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 9-<5-O-tert-butyldimethylsilyl-2-deoxy-3-O-(4,4'-dimethoxytrityl)-4-thio-β-L-ribofuranosyl>-adenine (219662-05-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / imidazole / dimethylformamide / 18 h

2: 70 percent / DMAP / pyridine / Ambient temperature; overnight

With 1H-imidazole; dmap; In pyridine; N,N-dimethyl-formamide;

DOI:10.1080/07328319808004318

Reference yield:

2'-deoxy-4'-thio-β-L-adenosine (219662-00-7) → 9-<5-O-tert-butyldimethylsilyl-2-deoxy-3-O-(4,4'-dimethoxytrityl)-4-thio-β-L-ribofuranosyl>-adenine (219662-05-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / imidazole / dimethylformamide / 18 h

2: 70 percent / DMAP / pyridine / Ambient temperature; overnight

With 1H-imidazole; dmap; In pyridine; N,N-dimethyl-formamide;

DOI:10.1080/07328319808004318

upstream raw materials:

4,4'-dimethoxytrityl chloride

9-(5-O-tert-butyldimethylsilyl-2-deoxy-4-thio-β-L-ribofuranosyl)adenine

tert-butyldimethylsilyl chloride

2'-deoxy-4'-thio-β-L-adenosine

Downstream raw materials:

9-<2-deoxy-3-O-(4,4'-dimethoxytrityl)-4-thio-β-L-ribofuranosyl>-adenine

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