5'-O-(4,4'-dimethoxytriphenylmethyl)-9-hydroxy-1,N⁶-benzetheno-2'-deoxyadenosine

Base Information

• Chemical Name: 5'-O-(4,4'-dimethoxytriphenylmethyl)-9-hydroxy-1,N⁶-benzetheno-2'-deoxyadenosine
• CAS No.: 165134-23-6
• Molecular Formula: C₃₇H₃₃N₅O₆
• Molecular Weight: 643.699

Synonyms:5'-O-(4,4'-dimethoxytriphenylmethyl)-9-hydroxy-1,N⁶-benzetheno-2'-deoxyadenosine

Chemical Property of 5'-O-(4,4'-dimethoxytriphenylmethyl)-9-hydroxy-1,N⁶-benzetheno-2'-deoxyadenosine

Chemical Property:

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Technology Process of 5'-O-(4,4'-dimethoxytriphenylmethyl)-9-hydroxy-1,N⁶-benzetheno-2'-deoxyadenosine

There total 3 articles about 5'-O-(4,4'-dimethoxytriphenylmethyl)-9-hydroxy-1,N⁶-benzetheno-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: 71.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + 9-hydroxy-1,N6-benzetheno-2'-deoxyadenosine (158330-47-3) → 5'-O-(4,4'-dimethoxytriphenylmethyl)-9-hydroxy-1,N6-benzetheno-2'-deoxyadenosine (165134-23-6)

Guidance literature:

With dmap; In pyridine; at 20 ℃;

DOI:10.1021/tx00048a007

Reference yield:

p-benzoquinone (106-51-4) → 5'-O-(4,4'-dimethoxytriphenylmethyl)-9-hydroxy-1,N6-benzetheno-2'-deoxyadenosine (165134-23-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 47 percent / acetate buffer / 8 h / 37 °C / pH 4.5

2: 71 percent / 4-(dimethylamino)pyridine / pyridine / 20 °C

With dmap; In pyridine; acetate buffer; 1: Addition / 2: Condensation;

DOI:10.1021/tx00048a007

Reference yield:

2'-deoxy-D-adenosine (958-09-8,7005-15-4) → 5'-O-(4,4'-dimethoxytriphenylmethyl)-9-hydroxy-1,N6-benzetheno-2'-deoxyadenosine (165134-23-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 47 percent / acetate buffer / 8 h / 37 °C / pH 4.5

2: 71 percent / 4-(dimethylamino)pyridine / pyridine / 20 °C

With dmap; In pyridine; acetate buffer; 1: Addition / 2: Condensation;

DOI:10.1021/tx00048a007

upstream raw materials:

4,4'-dimethoxytrityl chloride

9-hydroxy-1,N⁶-benzetheno-2'-deoxyadenosine

p-benzoquinone

2'-deoxy-D-adenosine

Downstream raw materials:

5'-O-(4,4'-dimethoxytriphenylmethyl)-3'-O-[(diisopropylamino)(2-cyanoethyl)phosphino]-9-hydroxy-1,N⁶-benzetheno-2'-deoxyadenosine

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