N²-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-methylselenoguanosine

Base Information

Chemical Name:N²-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-methylselenoguanosine
CAS No.:908371-57-3
Molecular Formula:C₃₄H₃₅N₅O₇Se
Molecular Weight:704.641
Hs Code.:

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

Synonyms:N²-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-methylselenoguanosine

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Chemical Property of N²-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-methylselenoguanosine

Chemical Property:

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Technology Process of N²-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-methylselenoguanosine

There total 8 articles about N²-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-methylselenoguanosine 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: 59.0%

: 908371-58-4
N²-acetyl-2'-deoxy-2'-methylselenoguanosine

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

: 908371-57-3
N²-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-methylselenoguanosine

Guidance literature:: With pyridine;
DOI:10.1021/ja0621400

Reference yield:

: 38819-10-2
9-β-D-arabinofuranosylguanine

: 908371-57-3
N²-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-methylselenoguanosine

Guidance literature:: Multi-step reaction with 8 steps

1.1: 98 percent / pyridine / dimethylformamide / 16 h / 20 °C

2.1: 2.91 g / pyridine / dimethylformamide / 16 h / 80 °C

3.1: triphenylphosphine / dioxane / 0.5 h

3.2: 64 percent / diisopropyl azodicarboxylate / dioxane / 0.75 h

4.1: 57 percent / aq. NaOH / tetrahydrofuran; methanol / 0.12 h / 0 °C

5.1: 69 percent / triethylamine; DMAP / CH₂Cl₂ / 2 h / 0 °C

6.1: sodium borohydride; ethanol / tetrahydrofuran / 1 h / 20 °C

6.2: 87 percent / tetrahydrofuran / 0.33 h / 20 °C

7.1: 79 percent / TBAF / tetrahydrofuran / 2.5 h / 20 °C

8.1: 59 percent / pyridine

With pyridine; dmap; sodium hydroxide; sodium tetrahydroborate; ethanol; tetrabutyl ammonium fluoride; triethylamine; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja0621400

Reference yield:

: 908371-51-7
N²-acetyl-9-[2'-O-acetyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-arabinofuranosyl]guanine

: 908371-57-3
N²-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-methylselenoguanosine

Guidance literature:: Multi-step reaction with 6 steps

1.1: triphenylphosphine / dioxane / 0.5 h

1.2: 64 percent / diisopropyl azodicarboxylate / dioxane / 0.75 h

2.1: 57 percent / aq. NaOH / tetrahydrofuran; methanol / 0.12 h / 0 °C

3.1: 69 percent / triethylamine; DMAP / CH₂Cl₂ / 2 h / 0 °C

4.1: sodium borohydride; ethanol / tetrahydrofuran / 1 h / 20 °C

4.2: 87 percent / tetrahydrofuran / 0.33 h / 20 °C

5.1: 79 percent / TBAF / tetrahydrofuran / 2.5 h / 20 °C

6.1: 59 percent / pyridine

With pyridine; dmap; sodium hydroxide; sodium tetrahydroborate; ethanol; tetrabutyl ammonium fluoride; triethylamine; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane;
DOI:10.1021/ja0621400