N⁶-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-methylselenoadenosine

Base Information

Chemical Name:N⁶-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-methylselenoadenosine
CAS No.:865362-44-3
Molecular Formula:C₃₄H₃₅N₅O₆Se
Molecular Weight:688.642
Hs Code.:

N<sup>6</sup>-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-methylselenoadenosine

Synonyms:N⁶-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-methylselenoadenosine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N⁶-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-methylselenoadenosine

Chemical Property:

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Technology Process of N⁶-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-methylselenoadenosine

There total 5 articles about N⁶-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-methylselenoadenosine 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: 84.0%

: 865362-43-2
N⁶-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-methylseleno-3'-O-{[(triisopropylsilyl)oxy]methyl}adenosine

: 865362-44-3
N⁶-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-methylselenoadenosine

Guidance literature:: With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 20 ℃; for 2.5h;
DOI:10.1021/ja051694k

Reference yield:

: 865362-41-0
N⁶-acetyl-5'-O-(4,4'-dimethoxytrityl)-3'-O-{[(triisopropylsilyl)oxy]methyl}(β-D-arabinofuranosyl)adenine

: 865362-44-3
N⁶-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-methylselenoadenosine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 98 percent / DMAP; Et₃N / CH₂Cl₂ / 0.33 h / 20 °C

2.1: NaBH₄ / tetrahydrofuran; ethanol / 1 h / 20 °C

2.2: 49 percent / tetrahydrofuran / 0.33 h / 20 °C

3.1: 84 percent / TBAF; AcOH / tetrahydrofuran / 2.5 h / 20 °C

With dmap; sodium tetrahydroborate; tetrabutyl ammonium fluoride; acetic acid; triethylamine; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/ja051694k

Reference yield:

: 865362-40-9
N⁶-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-trifluoromethanesulfonyl-3'-O-{[(triisopropylsilyl)oxy]methyl}adenosine

: 865362-44-3
N⁶-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-methylselenoadenosine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 89 percent / iPr₂NEt; CF₃COOK; 18-crown-6-ether / toluene / 11 h / 80 °C

2.1: 98 percent / DMAP; Et₃N / CH₂Cl₂ / 0.33 h / 20 °C

3.1: NaBH₄ / tetrahydrofuran; ethanol / 1 h / 20 °C

3.2: 49 percent / tetrahydrofuran / 0.33 h / 20 °C

4.1: 84 percent / TBAF; AcOH / tetrahydrofuran / 2.5 h / 20 °C

With dmap; sodium tetrahydroborate; 18-crown-6 ether; tetrabutyl ammonium fluoride; potassium trifluoroacetate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; dichloromethane; toluene;
DOI:10.1021/ja051694k