α-(N⁶-Benzoyl)-5'-O-(tert-butyldimethylsilyl)-3'-O-(di-p-methoxytrityl)-2'-deoxyadenosine

Base Information

• Chemical Name: α-(N⁶-Benzoyl)-5'-O-(tert-butyldimethylsilyl)-3'-O-(di-p-methoxytrityl)-2'-deoxyadenosine
• CAS No.: 164070-20-6
• Molecular Formula: C₄₄H₄₉N₅O₆Si
• Molecular Weight: 771.988

Synonyms:α-(N⁶-Benzoyl)-5'-O-(tert-butyldimethylsilyl)-3'-O-(di-p-methoxytrityl)-2'-deoxyadenosine

Chemical Property of α-(N⁶-Benzoyl)-5'-O-(tert-butyldimethylsilyl)-3'-O-(di-p-methoxytrityl)-2'-deoxyadenosine

Chemical Property:

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Technology Process of α-(N⁶-Benzoyl)-5'-O-(tert-butyldimethylsilyl)-3'-O-(di-p-methoxytrityl)-2'-deoxyadenosine

There total 5 articles about α-(N⁶-Benzoyl)-5'-O-(tert-butyldimethylsilyl)-3'-O-(di-p-methoxytrityl)-2'-deoxyadenosine 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: 94.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + α-(N6-Benzoyl)-5'-O-(tert-butyldimethylsilyl)-2'-deoxyadenosine (164070-16-0) → α-(N6-Benzoyl)-5'-O-(tert-butyldimethylsilyl)-3'-O-(di-p-methoxytrityl)-2'-deoxyadenosine (164070-20-6)

Guidance literature:

With pyridine; for 12h; Ambient temperature;

DOI:10.1021/jo00111a009

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → α-(N6-Benzoyl)-5'-O-(tert-butyldimethylsilyl)-3'-O-(di-p-methoxytrityl)-2'-deoxyadenosine (164070-20-6)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide

2: 94 percent / pyridine / 12 h / Ambient temperature

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

DOI:10.1021/jo00111a009

Reference yield:

N6-benzoyl-2'-deoxyadenosine (4546-72-9) → α-(N6-Benzoyl)-5'-O-(tert-butyldimethylsilyl)-3'-O-(di-p-methoxytrityl)-2'-deoxyadenosine (164070-20-6)

Guidance literature:

Multi-step reaction with 4 steps

1: N,O-bis(trimethylsilyl)acetamide / acetonitrile / 1.) 22 deg C, 1 h, 2.) r.t., 87 h

2: NaHCO₃ / methanol

3: imidazole / dimethylformamide

4: 94 percent / pyridine / 12 h / Ambient temperature

With pyridine; 1H-imidazole; N,O-bis-(trimethylsilyl)-acetamide; sodium hydrogencarbonate; In methanol; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jo00111a009

upstream raw materials:

4,4'-dimethoxytrityl chloride

α-(N⁶-Benzoyl)-5'-O-(tert-butyldimethylsilyl)-2'-deoxyadenosine

tert-butyldimethylsilyl chloride

N₆-benzoyl-2'-deoxyadenosine

Downstream raw materials:

α-<(N⁶-Benzoyl)-5'-O-<(N,N-diisopropylamino)(2-cyanoethoxy)phosphinyl>-3'-O-(di-p-methoxytrityl)-2'-deoxyadenosine

α-(N⁶-Benzoyl)-3'-O-(di-p-methoxytrityl)-2'-deoxyadenosine

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