6-O-benzyl-9-<2-(tert-butyldimethylsiloxy)ethyl>-N²-(monomethoxytrityl)-8-methylguanine

Base Information

• Chemical Name: 6-O-benzyl-9-<2-(tert-butyldimethylsiloxy)ethyl>-N²-(monomethoxytrityl)-8-methylguanine
• CAS No.: 142613-48-7
• Molecular Formula: C₄₁H₄₇N₅O₃Si
• Molecular Weight: 685.941

Synonyms:6-O-benzyl-9-<2-(tert-butyldimethylsiloxy)ethyl>-N²-(monomethoxytrityl)-8-methylguanine

Chemical Property of 6-O-benzyl-9-<2-(tert-butyldimethylsiloxy)ethyl>-N²-(monomethoxytrityl)-8-methylguanine

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 6-O-benzyl-9-<2-(tert-butyldimethylsiloxy)ethyl>-N²-(monomethoxytrityl)-8-methylguanine

There total 5 articles about 6-O-benzyl-9-<2-(tert-butyldimethylsiloxy)ethyl>-N²-(monomethoxytrityl)-8-methylguanine 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:

tert-butyldimethylsilyl chloride (18162-48-6) → 6-O-benzyl-9-<2-(tert-butyldimethylsiloxy)ethyl>-N2-(monomethoxytrityl)-8-methylguanine (142613-48-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 16 h / Ambient temperature

2: 1.) lithium diisopropylamide / 1.) THF, hexane, -78 deg C, 4 h, 2.) THF, hexane, RT, 14 h

With dmap; triethylamine; lithium diisopropyl amide; In dichloromethane;

DOI:10.1021/jm00094a005

Reference yield:

9-(2-acetoxyethyl)-6-O-benzylguanine (142613-45-4) → 6-O-benzyl-9-<2-(tert-butyldimethylsiloxy)ethyl>-N2-(monomethoxytrityl)-8-methylguanine (142613-48-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 98 percent / Et₃N, 4-(dimethylamino)pyridine / dimethylformamide / 16 h / 45 °C

2: potassium carbonate / methanol / 1 h / Ambient temperature

3: 98 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 16 h / Ambient temperature

4: 1.) lithium diisopropylamide / 1.) THF, hexane, -78 deg C, 4 h, 2.) THF, hexane, RT, 14 h

With dmap; potassium carbonate; triethylamine; lithium diisopropyl amide; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00094a005

Reference yield:

6-O-benzyl-9-(2-hydroxyethyl)-N2-(monomethoxytrityl)guanine (142613-55-6) → 6-O-benzyl-9-<2-(tert-butyldimethylsiloxy)ethyl>-N2-(monomethoxytrityl)-8-methylguanine (142613-48-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 16 h / Ambient temperature

2: 1.) lithium diisopropylamide / 1.) THF, hexane, -78 deg C, 4 h, 2.) THF, hexane, RT, 14 h

With dmap; triethylamine; lithium diisopropyl amide; In dichloromethane;

DOI:10.1021/jm00094a005

upstream raw materials:

tert-butyldimethylsilyl chloride

9-(2-acetoxyethyl)-6-O-benzylguanine

6-O-benzyl-9-(2-hydroxyethyl)-N²-(monomethoxytrityl)guanine

9-(2-acetoxyethyl)-6-O-benzyl-N²-(monomethoxytrityl)guanine

Downstream raw materials:

6-O-benzyl-9-(2-hydroxyethyl)-N²-(monomethoxytrityl)-8-methylguanine

9-<2-<(diethylphosphono)methoxy>ethyl>-N²-(monomethoxytrityl)-8-methylguanine

6-O-benzyl-9-<2-<(diethylphosphono)methoxy>ethyl>-N²-(monomethoxytrityl)-8-methylguanine

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