5'-O-(4,4'-dimethoxytrityl)-3'-O-[(2-cyanoethoxy)(N,N-diisopropylamino)phosphino]-2'-O-(t-butyldimethylsilyl)-N⁶-benzoyl-8-phenylethoxyadenosine

Base Information

• Chemical Name: 5'-O-(4,4'-dimethoxytrityl)-3'-O-[(2-cyanoethoxy)(N,N-diisopropylamino)phosphino]-2'-O-(t-butyldimethylsilyl)-N⁶-benzoyl-8-phenylethoxyadenosine
• CAS No.: 1402919-71-4
• Molecular Formula: C₆₁H₇₄N₇O₉PSi
• Molecular Weight: 1108.36

Synonyms:

Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-3'-O-[(2-cyanoethoxy)(N,N-diisopropylamino)phosphino]-2'-O-(t-butyldimethylsilyl)-N⁶-benzoyl-8-phenylethoxyadenosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Useful:

Technology Process of 5'-O-(4,4'-dimethoxytrityl)-3'-O-[(2-cyanoethoxy)(N,N-diisopropylamino)phosphino]-2'-O-(t-butyldimethylsilyl)-N⁶-benzoyl-8-phenylethoxyadenosine

There total 7 articles about 5'-O-(4,4'-dimethoxytrityl)-3'-O-[(2-cyanoethoxy)(N,N-diisopropylamino)phosphino]-2'-O-(t-butyldimethylsilyl)-N⁶-benzoyl-8-phenylethoxyadenosine 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:

5',3'-O-bis(t-butylsilyl)-2'-O-(t-butyldimethylsilyl)-8-phenylethoxyadenosine (1402919-63-4) → 5'-O-(4,4'-dimethoxytrityl)-3'-O-[(2-cyanoethoxy)(N,N-diisopropylamino)phosphino]-2'-O-(t-butyldimethylsilyl)-N6-benzoyl-8-phenylethoxyadenosine (1402919-71-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: pyridine / 5 h / -5 - 23 °C / Inert atmosphere

1.2: 2 h / 0 °C / Inert atmosphere

2.1: pyridine; pyridine hydrofluoride / dichloromethane / -15 °C

3.1: pyridine / 0 - 20 °C / Inert atmosphere

4.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.08 h / 23 °C

4.2: 2 h / 0 - 23 °C / Inert atmosphere

With pyridine; pyridine hydrofluoride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja307102g

Reference yield:

5',3'-O-bis(t-butylsilyl)-2′-O-(t-butyldimethylsilyl)-8-phenylethoxyadenosine (1402919-65-6) → 5'-O-(4,4'-dimethoxytrityl)-3'-O-[(2-cyanoethoxy)(N,N-diisopropylamino)phosphino]-2'-O-(t-butyldimethylsilyl)-N6-benzoyl-8-phenylethoxyadenosine (1402919-71-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: pyridine; pyridine hydrofluoride / dichloromethane / -15 °C

2.1: pyridine / 0 - 20 °C / Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.08 h / 23 °C

3.2: 2 h / 0 - 23 °C / Inert atmosphere

With pyridine; pyridine hydrofluoride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja307102g

Reference yield:

2'-O-t-butyldimethylsilyl-N6-benzoyl-8-phenylethoxyadenosine (1402919-67-8) → 5'-O-(4,4'-dimethoxytrityl)-3'-O-[(2-cyanoethoxy)(N,N-diisopropylamino)phosphino]-2'-O-(t-butyldimethylsilyl)-N6-benzoyl-8-phenylethoxyadenosine (1402919-71-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyridine / 0 - 20 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.08 h / 23 °C

2.2: 2 h / 0 - 23 °C / Inert atmosphere

With pyridine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran;

DOI:10.1021/ja307102g

upstream raw materials:

5',3'-O-bis(t-butylsilyl)-2'-O-(t-butyldimethylsilyl)-8-phenylethoxyadenosine

5',3'-O-bis(t-butylsilyl)-2′-O-(t-butyldimethylsilyl)-8-phenylethoxyadenosine

2'-O-t-butyldimethylsilyl-N⁶-benzoyl-8-phenylethoxyadenosine

adenosine

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