N⁶-benzoyl-8-[(benzoyloxy)methyl]-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)adenosine

Base Information

Chemical Name:N⁶-benzoyl-8-[(benzoyloxy)methyl]-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)adenosine
CAS No.:340721-63-3
Molecular Formula:C₄₆H₄₁N₅O₈
Molecular Weight:791.86
Hs Code.:

N<sup>6</sup>-benzoyl-8-[(benzoyloxy)methyl]-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)adenosine

Synonyms:N⁶-benzoyl-8-[(benzoyloxy)methyl]-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)adenosine

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Chemical Property of N⁶-benzoyl-8-[(benzoyloxy)methyl]-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)adenosine

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Technology Process of N⁶-benzoyl-8-[(benzoyloxy)methyl]-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)adenosine

There total 7 articles about N⁶-benzoyl-8-[(benzoyloxy)methyl]-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)adenosine 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: 72.0%

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 340721-62-2
N⁶-benzoyl-8-[(benzoyloxy)methyl]-2'-deoxyadenosine

: 340721-63-3
N⁶-benzoyl-8-[(benzoyloxy)methyl]-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)adenosine

Guidance literature:: With dmap; N-ethyl-N,N-diisopropylamine; In pyridine; at 23 ℃; for 16h;
DOI:10.1002/1522-2675(20010321)84:3<594::AID-HLCA594>3.0.CO;2-9

Reference yield:

: 98-88-4
benzoyl chloride

: 340721-63-3
N⁶-benzoyl-8-[(benzoyloxy)methyl]-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)adenosine

Guidance literature:: Multi-step reaction with 3 steps

1: 73 percent / iPr₂NEt / CH₂Cl₂ / 3 h / -10 °C

2: 83 percent / Bu₄NF*3H₂O / tetrahydrofuran / 1.5 h / 23 °C

3: 72 percent / EtN(i-Pr)2; DMAP / pyridine / 16 h / 23 °C

With dmap; tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; pyridine; dichloromethane;
DOI:10.1002/1522-2675(20010321)84:3<594::AID-HLCA594>3.0.CO;2-9

Reference yield:

: 4546-72-9
N₆-benzoyl-2'-deoxyadenosine

: 340721-63-3
N⁶-benzoyl-8-[(benzoyloxy)methyl]-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)adenosine

Guidance literature:: Multi-step reaction with 6 steps

1.1: 88 percent / imidazole / dimethylformamide / 16 h / 23 °C

2.1: LDA / tetrahydrofuran; hexane / 2.5 h / -70 °C

3.1: AcOH / tetrahydrofuran / 23 °C

3.2: NaBH₄ / ethanol; tetrahydrofuran; acetic acid / 0.42 h / 23 °C

4.1: 73 percent / iPr₂NEt / CH₂Cl₂ / 3 h / -10 °C

5.1: 83 percent / Bu₄NF*3H₂O / tetrahydrofuran / 1.5 h / 23 °C

6.1: 72 percent / EtN(i-Pr)2; DMAP / pyridine / 16 h / 23 °C

With 1H-imidazole; dmap; tetrabutyl ammonium fluoride; acetic acid; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; pyridine; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/1522-2675(20010321)84:3<594::AID-HLCA594>3.0.CO;2-9