5'-O-dimethoxytrityl-3'-O-(tert-butyldimethylsilyl)-N²-acetyldeoxyguanosine

Base Information

• Chemical Name: 5'-O-dimethoxytrityl-3'-O-(tert-butyldimethylsilyl)-N²-acetyldeoxyguanosine
• CAS No.: 175400-28-9
• Molecular Formula: C₃₉H₄₇N₅O₇Si
• Molecular Weight: 725.917

Synonyms:5'-O-dimethoxytrityl-3'-O-(tert-butyldimethylsilyl)-N²-acetyldeoxyguanosine

Chemical Property of 5'-O-dimethoxytrityl-3'-O-(tert-butyldimethylsilyl)-N²-acetyldeoxyguanosine

Chemical Property:

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Technology Process of 5'-O-dimethoxytrityl-3'-O-(tert-butyldimethylsilyl)-N²-acetyldeoxyguanosine

There total 3 articles about 5'-O-dimethoxytrityl-3'-O-(tert-butyldimethylsilyl)-N²-acetyldeoxyguanosine 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: 90.0%

tert-butyldimethylsilyl chloride (18162-48-6) + 5'-dimethoxytrityl-N2-acetyldeoxyguanosine (67219-54-9) → 5'-O-dimethoxytrityl-3'-O-(tert-butyldimethylsilyl)-N2-acetyldeoxyguanosine (175400-28-9)

Guidance literature:

With pyridine; 1H-imidazole; for 10h; Ambient temperature;

DOI:10.1016/0040-4020(95)01043-2

Reference yield:

2-(acetylamino)-9-(3,5-di-O-acetyl-2-deoxy-β-D-erythro-pentofuranosyl)-1,9-dihydro-6H-purin-6-one (4318-05-2) → 5'-O-dimethoxytrityl-3'-O-(tert-butyldimethylsilyl)-N2-acetyldeoxyguanosine (175400-28-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / MeONa, MeOH / 0.08 h / 0 °C

2: 95 percent / pyridine / 1 h / Ambient temperature

3: 90 percent / imidazole, pyridine / 10 h / Ambient temperature

With pyridine; 1H-imidazole; methanol; sodium methylate;

DOI:10.1016/0040-4020(95)01043-2

Reference yield:

N2-acetyldeoxyguanosine (4318-06-3) → 5'-O-dimethoxytrityl-3'-O-(tert-butyldimethylsilyl)-N2-acetyldeoxyguanosine (175400-28-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / pyridine / 1 h / Ambient temperature

2: 90 percent / imidazole, pyridine / 10 h / Ambient temperature

With pyridine; 1H-imidazole;

DOI:10.1016/0040-4020(95)01043-2

upstream raw materials:

tert-butyldimethylsilyl chloride

5'-dimethoxytrityl-N²-acetyldeoxyguanosine

2-(acetylamino)-9-(3,5-di-O-acetyl-2-deoxy-β-D-erythro-pentofuranosyl)-1,9-dihydro-6H-purin-6-one

N²-acetyldeoxyguanosine

Downstream raw materials:

O⁶<2-methoxy-6-chloro-9-(ω-pentylamino)>-acridine-5'-O-dimethoxytrityl-N²-acetyldeoxyguanosine

O⁶<2-methoxy-6-chloro-9-(ω-pentylamino)>-acridine-5'-O-dimethoxytrityl-3'-O-(tert-butyldimethylsilyl)-N²-acetyldeoxyguanosine

O⁶-(2,4,6-triisopropylbenzenesulfonyl)-5'-O-dimethoxytrityl-3'-O-(tert-butyldimethylsilyl)-N²-acetyldeoxyguanosine

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