O-(5'-O-(4,4'-dimethoxytrityl)-N⁶-benzoyl-2-deoxyadenosin-3'-yl) O-(tert-butyl) thiophosphorofluoridate

Base Information

• Chemical Name: O-(5'-O-(4,4'-dimethoxytrityl)-N⁶-benzoyl-2-deoxyadenosin-3'-yl) O-(tert-butyl) thiophosphorofluoridate
• CAS No.: 171081-19-9
• Molecular Formula: C₄₂H₄₃FN₅O₇PS
• Molecular Weight: 811.871

Synonyms:O-(5'-O-(4,4'-dimethoxytrityl)-N⁶-benzoyl-2-deoxyadenosin-3'-yl) O-(tert-butyl) thiophosphorofluoridate

Chemical Property of O-(5'-O-(4,4'-dimethoxytrityl)-N⁶-benzoyl-2-deoxyadenosin-3'-yl) O-(tert-butyl) thiophosphorofluoridate

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of O-(5'-O-(4,4'-dimethoxytrityl)-N⁶-benzoyl-2-deoxyadenosin-3'-yl) O-(tert-butyl) thiophosphorofluoridate

There total 3 articles about O-(5'-O-(4,4'-dimethoxytrityl)-N⁶-benzoyl-2-deoxyadenosin-3'-yl) O-(tert-butyl) thiophosphorofluoridate 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: 98.0%

O-(5'-O-(4,4'-dimethoxytrityl)-N6-benzoyl-2-deoxyadenosin-3'-yl) O-(tert-butyl) phosphorofluoridite (171081-11-1) → O-(5'-O-(4,4'-dimethoxytrityl)-N6-benzoyl-2-deoxyadenosin-3'-yl) O-(tert-butyl) thiophosphorofluoridate (171081-19-9)

Guidance literature:

With (C₃H₇)2NH; sulfur; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1039/b413552k

Reference yield:

O-(5'-O-(4,4'-dimethoxytrityl)-N6-benzoyl-2-deoxyadenosin-3'-yl) N,N-diisopropylfluorophosphoramidite (162611-38-3,162611-39-4,171081-09-7) → O-(5'-O-(4,4'-dimethoxytrityl)-N6-benzoyl-2-deoxyadenosin-3'-yl) O-(tert-butyl) thiophosphorofluoridate (171081-19-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / Me₃SiCl / tetrahydrofuran / 1 h

2: 98 percent / sulfur; (C₃H₇)2NH / tetrahydrofuran / 2 h / 20 °C

With chloro-trimethyl-silane; (C₃H₇)2NH; sulfur; In tetrahydrofuran;

DOI:10.1039/b413552k

Reference yield:

O-(5'-O-(4,4'-dimethoxytrityl)-N6-benzoyl-2-deoxyadenosin-3'-yl) O-(4-nitrophenyl) N,N-diisopropylphosphoramidite (162611-32-7,162611-33-8,171233-67-3) → O-(5'-O-(4,4'-dimethoxytrityl)-N6-benzoyl-2-deoxyadenosin-3'-yl) O-(tert-butyl) thiophosphorofluoridate (171081-19-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / TBAF / tetrahydrofuran / 0.17 h / 20 °C

2: 90 percent / Me₃SiCl / tetrahydrofuran / 1 h

3: 98 percent / sulfur; (C₃H₇)2NH / tetrahydrofuran / 2 h / 20 °C

With chloro-trimethyl-silane; (C₃H₇)2NH; tetrabutyl ammonium fluoride; sulfur; In tetrahydrofuran;

DOI:10.1039/b413552k

upstream raw materials:

O-(5'-O-(4,4'-dimethoxytrityl)-N⁶-benzoyl-2-deoxyadenosin-3'-yl) O-(tert-butyl) phosphorofluoridite

O-(5'-O-(4,4'-dimethoxytrityl)-N⁶-benzoyl-2-deoxyadenosin-3'-yl) N,N-diisopropylfluorophosphoramidite

O-(5'-O-(4,4'-dimethoxytrityl)-N⁶-benzoyl-2-deoxyadenosin-3'-yl) O-(4-nitrophenyl) N,N-diisopropylphosphoramidite

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