(S_P)-N⁶-benzoyl-5'-O-(4,4-dimethoxytrityl)-2'-deoxyadenoylyl-(3'->5')-N⁶-benzoyl-3'-O-<1,1-dimethylethyl)dimethylsilyl>-2'-deoxyadenosine 3'-H-phosphonate

Base Information

• Chemical Name: (S_P)-N⁶-benzoyl-5'-O-(4,4-dimethoxytrityl)-2'-deoxyadenoylyl-(3'->5')-N⁶-benzoyl-3'-O-<1,1-dimethylethyl)dimethylsilyl>-2'-deoxyadenosine 3'-H-phosphonate
• CAS No.: 133471-11-1
• Molecular Formula: C₆₁H₆₅N₁₀O₁₁PSi
• Molecular Weight: 1173.31

Synonyms:

Chemical Property of (S_P)-N⁶-benzoyl-5'-O-(4,4-dimethoxytrityl)-2'-deoxyadenoylyl-(3'->5')-N⁶-benzoyl-3'-O-<1,1-dimethylethyl)dimethylsilyl>-2'-deoxyadenosine 3'-H-phosphonate

Chemical Property:

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Technology Process of (S_P)-N⁶-benzoyl-5'-O-(4,4-dimethoxytrityl)-2'-deoxyadenoylyl-(3'->5')-N⁶-benzoyl-3'-O-<1,1-dimethylethyl)dimethylsilyl>-2'-deoxyadenosine 3'-H-phosphonate

There total 2 articles about (S_P)-N⁶-benzoyl-5'-O-(4,4-dimethoxytrityl)-2'-deoxyadenoylyl-(3'->5')-N⁶-benzoyl-3'-O-<1,1-dimethylethyl)dimethylsilyl>-2'-deoxyadenosine 3'-H-phosphonate 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: 42.0%

Triethylammonium 6-N-benzoyl-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)adenosine 3'-H-phosphonate (118352-75-3) + 6-N-benzoyl-3'-O-(tert-butyldimethylsilyl)-2'-deoxyadenosine (51549-40-7) → (RP)-N6-benzoyl-5'-O-(4,4-dimethoxytrityl)-2'-deoxyadenoylyl-(3'->5')-N6-benzoyl-3'-O-<1,1-dimethylethyl)dimethylsilyl>-2'-deoxyadenosine 3'-H-phosphonate (133471-11-1,133574-72-8) + (SP)-N6-benzoyl-5'-O-(4,4-dimethoxytrityl)-2'-deoxyadenoylyl-(3'->5')-N6-benzoyl-3'-O-<1,1-dimethylethyl)dimethylsilyl>-2'-deoxyadenosine 3'-H-phosphonate (133471-11-1,133574-72-8)

Guidance literature:

With pyridine; pivaloyl chloride; for 0.166667h; Ambient temperature;

DOI:10.1021/jo00012a017

Reference yield: 42.0%

Triethylammonium 6-N-benzoyl-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)adenosine 3'-H-phosphonate (118352-75-3) + 6-N-benzoyl-3'-O-(tert-butyldimethylsilyl)-2'-deoxyadenosine (51549-40-7) → (RP)-N6-benzoyl-5'-O-(4,4-dimethoxytrityl)-2'-deoxyadenoylyl-(3'->5')-N6-benzoyl-3'-O-<1,1-dimethylethyl)dimethylsilyl>-2'-deoxyadenosine 3'-H-phosphonate (133471-11-1,133574-72-8) + (SP)-N6-benzoyl-5'-O-(4,4-dimethoxytrityl)-2'-deoxyadenoylyl-(3'->5')-N6-benzoyl-3'-O-<1,1-dimethylethyl)dimethylsilyl>-2'-deoxyadenosine 3'-H-phosphonate (133471-11-1,133574-72-8)

Guidance literature:

With pyridine; pivaloyl chloride; for 0.166667h; Ambient temperature;

DOI:10.1021/jo00012a017

Reference yield:

(SP)-N6-benzoyl-5'-O-(4,4-dimethoxytrityl)-2'-deoxyadenoylyl-(3'->5')-N6-benzoyl-3'-O-<1,1-dimethylethyl)dimethylsilyl>-2'-deoxyadenosine 3'-H-phosphonate (133471-11-1,133574-72-8) → C61H65N10O11PSSi (133471-24-6,133574-85-3)

Guidance literature:

With N,O-bis-(trimethylsilyl)-acetamide; sulfur; triethylamine; Multistep reaction; 1) pyridine, r. t., 15 min, 2) pyridine, r. t., 4 h; or pyridine,, CS₂, sulfur, r. t., 4 h;

DOI:10.1021/jo00012a017

upstream raw materials:

Triethylammonium 6-N-benzoyl-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)adenosine 3'-H-phosphonate

6-N-benzoyl-3'-O-(tert-butyldimethylsilyl)-2'-deoxyadenosine

Downstream raw materials:

(R_P)-N⁶-benzoyl-5'-O-(4,4-dimethoxytrityl)-2'-adenoylyl-(3'->5')-N⁶-benzoyl-3'-O-<1,1-dimethylethyl)dimethylsilyl>-2'-deoxyadenosine 3'-methylphosphonate

C₆₁H₆₅N₁₀O₁₁⁽¹⁸⁾OPSi

(S_P)-<18O>d(ApA)

C₆₁H₆₅N₁₀O₁₁PSSi

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