3'-O-(tert-butyldimethylsilyl)-6-N-[(dimethylamino)methylene]-5'-O-[(4-methoxytrityl)sulfenyl]-2'-deoxyadenosine

Base Information

Chemical Name:3'-O-(tert-butyldimethylsilyl)-6-N-[(dimethylamino)methylene]-5'-O-[(4-methoxytrityl)sulfenyl]-2'-deoxyadenosine
CAS No.:1082489-79-9
Molecular Formula:C₃₉H₄₈N₆O₄SSi
Molecular Weight:724.999
Hs Code.:

Synonyms:3'-O-(tert-butyldimethylsilyl)-6-N-[(dimethylamino)methylene]-5'-O-[(4-methoxytrityl)sulfenyl]-2'-deoxyadenosine

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Chemical Property of 3'-O-(tert-butyldimethylsilyl)-6-N-[(dimethylamino)methylene]-5'-O-[(4-methoxytrityl)sulfenyl]-2'-deoxyadenosine

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Technology Process of 3'-O-(tert-butyldimethylsilyl)-6-N-[(dimethylamino)methylene]-5'-O-[(4-methoxytrityl)sulfenyl]-2'-deoxyadenosine

There total 4 articles about 3'-O-(tert-butyldimethylsilyl)-6-N-[(dimethylamino)methylene]-5'-O-[(4-methoxytrityl)sulfenyl]-2'-deoxyadenosine 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: 57.0%

: 1082489-73-3
3'-O-(tert-butyldimethylsilyl)-6-N-[(dimethylamino)methylene]-2'-deoxyadenosine

: 402734-78-5
4-monomethoxytritylsulfenyl chloride

: 1082489-79-9
3'-O-(tert-butyldimethylsilyl)-6-N-[(dimethylamino)methylene]-5'-O-[(4-methoxytrityl)sulfenyl]-2'-deoxyadenosine

Guidance literature:: 3'-O-(tert-butyldimethylsilyl)-6-N-[(dimethylamino)methylene]-2'-deoxyadenosine; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.333333h;

4-monomethoxytritylsulfenyl chloride; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1039/b9nj00678h

Reference yield:

: 17331-20-3,869355-14-6
5'-O-(4,4'-Dimethoxytrityl)-N⁶-dimethylformamidine-2'-deoxyadenosine

: 1082489-79-9
3'-O-(tert-butyldimethylsilyl)-6-N-[(dimethylamino)methylene]-5'-O-[(4-methoxytrityl)sulfenyl]-2'-deoxyadenosine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 1 h / 20 °C

2.1: trifluoroacetic acid / dichloromethane / 0.02 h

3.1: methanol / 3 h / 20 °C

4.1: n-butyllithium / tetrahydrofuran / 0.33 h / -78 °C

4.2: 1 h / 20 °C

With 1H-imidazole; n-butyllithium; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b9nj00678h

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1082489-79-9
3'-O-(tert-butyldimethylsilyl)-6-N-[(dimethylamino)methylene]-5'-O-[(4-methoxytrityl)sulfenyl]-2'-deoxyadenosine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 1 h / 20 °C

2.1: trifluoroacetic acid / dichloromethane / 0.02 h

3.1: methanol / 3 h / 20 °C

4.1: n-butyllithium / tetrahydrofuran / 0.33 h / -78 °C

4.2: 1 h / 20 °C

With 1H-imidazole; n-butyllithium; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b9nj00678h