N⁶-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldithiomethyl)adenosine 3'-O-(2-cyanoethyl N,N-diisopropylphosphoramidite)

Base Information

• Chemical Name: N⁶-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldithiomethyl)adenosine 3'-O-(2-cyanoethyl N,N-diisopropylphosphoramidite)
• CAS No.: 913645-82-6
• Molecular Formula: C₅₂H₆₂N₇O₈PS₂
• Molecular Weight: 1008.21

Synonyms:N⁶-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldithiomethyl)adenosine 3'-O-(2-cyanoethyl N,N-diisopropylphosphoramidite)

Chemical Property of N⁶-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldithiomethyl)adenosine 3'-O-(2-cyanoethyl N,N-diisopropylphosphoramidite)

Chemical Property:

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Technology Process of N⁶-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldithiomethyl)adenosine 3'-O-(2-cyanoethyl N,N-diisopropylphosphoramidite)

There total 7 articles about N⁶-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldithiomethyl)adenosine 3'-O-(2-cyanoethyl N,N-diisopropylphosphoramidite) 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: 87.0%

N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldithiomethyl)adenosine (913645-81-5) + 2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) → N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldithiomethyl)adenosine 3'-O-(2-cyanoethyl N,N-diisopropylphosphoramidite) (913645-82-6)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/ja0636587

Reference yield:

N6-benzoyl-2'-O-(tert-butyldithiomethyl)adenosine (913645-80-4) → N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldithiomethyl)adenosine 3'-O-(2-cyanoethyl N,N-diisopropylphosphoramidite) (913645-82-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / pyridine / 2 h / 20 °C

2: 87 percent / Et₃N / CH₂Cl₂ / 2 h / 20 °C

With pyridine; triethylamine; In dichloromethane;

DOI:10.1021/ja0636587

Reference yield:

toluene-4-thiosulfonic acid S-[2-(6-benzoylamino-purin-9-yl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yloxymethyl] ester → N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldithiomethyl)adenosine 3'-O-(2-cyanoethyl N,N-diisopropylphosphoramidite) (913645-82-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: CH₂Cl₂; dimethylformamide / 0.5 h / 20 °C

1.2: 10.33 g / NH₄F / methanol / 16 h / 20 °C

2.1: 91 percent / pyridine / 2 h / 20 °C

3.1: 87 percent / Et₃N / CH₂Cl₂ / 2 h / 20 °C

With pyridine; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja0636587

upstream raw materials:

N⁶-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldithiomethyl)adenosine

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine

N⁶-benzoyl-2'-O-(tert-butyldithiomethyl)adenosine

4,4'-dimethoxytrityl chloride

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