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

Base Information

• Chemical Name: O⁶<2-methoxy-6-chloro-9-(ω-pentylamino)>-acridine-5'-O-dimethoxytrityl-N²-acetyldeoxyguanosine
• CAS No.: 175400-31-4
• Molecular Formula: C₅₂H₅₂ClN₇O₈
• Molecular Weight: 938.48

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

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

Chemical Property:

Purity/Quality:

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

There total 6 articles about O⁶<2-methoxy-6-chloro-9-(ω-pentylamino)>-acridine-5'-O-dimethoxytrityl-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: 85.0%

O6<2-methoxy-6-chloro-9-(ω-pentylamino)>-acridine-5'-O-dimethoxytrityl-3'-O-(tert-butyldimethylsilyl)-N2-acetyldeoxyguanosine (175400-30-3) → O6<2-methoxy-6-chloro-9-(ω-pentylamino)>-acridine-5'-O-dimethoxytrityl-N2-acetyldeoxyguanosine (175400-31-4)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 1h; 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) → O6<2-methoxy-6-chloro-9-(ω-pentylamino)>-acridine-5'-O-dimethoxytrityl-N2-acetyldeoxyguanosine (175400-31-4)

Guidance literature:

Multi-step reaction with 6 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

4: 90 percent / Et₃N, dimethylaminopyridine / acetonitrile; CH₂Cl₂ / 0 °C

5: 65 percent / DBU, pyridine, Et₃N / acetonitrile / 72 h / Ambient temperature

6: 85 percent / Bu₄NF / tetrahydrofuran / 1 h / Ambient temperature

With pyridine; 1H-imidazole; methanol; dmap; tetrabutyl ammonium fluoride; sodium methylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; dichloromethane; acetonitrile;

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

Reference yield:

N2-acetyldeoxyguanosine (4318-06-3) → O6<2-methoxy-6-chloro-9-(ω-pentylamino)>-acridine-5'-O-dimethoxytrityl-N2-acetyldeoxyguanosine (175400-31-4)

Guidance literature:

Multi-step reaction with 5 steps

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

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

3: 90 percent / Et₃N, dimethylaminopyridine / acetonitrile; CH₂Cl₂ / 0 °C

4: 65 percent / DBU, pyridine, Et₃N / acetonitrile / 72 h / Ambient temperature

5: 85 percent / Bu₄NF / tetrahydrofuran / 1 h / Ambient temperature

With pyridine; 1H-imidazole; dmap; tetrabutyl ammonium fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; dichloromethane; acetonitrile;

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

upstream raw materials:

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

5'-dimethoxytrityl-N²-acetyldeoxyguanosine

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