N²-(2-acetylamino-3-methylphenyl)-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine

Base Information

• Chemical Name: N²-(2-acetylamino-3-methylphenyl)-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine
• CAS No.: 253270-11-0
• Molecular Formula: C₃₁H₅₀N₆O₅Si₂
• Molecular Weight: 642.946

Synonyms:N²-(2-acetylamino-3-methylphenyl)-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine

Chemical Property of N²-(2-acetylamino-3-methylphenyl)-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

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Technology Process of N²-(2-acetylamino-3-methylphenyl)-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine

There total 4 articles about N²-(2-acetylamino-3-methylphenyl)-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine 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:

O6-benzyl-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine (236427-57-9) → N2-(2-acetylamino-3-methylphenyl)-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine (253270-11-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / cesium carbonate; palladium acetate; BINAP / toluene / 16 h / 80 °C

2: H₂ / 10 percent Pd/C / ethyl acetate; ethanol / 16 h / 2585.74 Torr

3: CH₂Cl₂ / 16 h / 20 °C

With hydrogen; palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; palladium on activated charcoal; In ethanol; dichloromethane; ethyl acetate; toluene; 1: Arylation / 2: Catalytic hydrogenation / 3: Acetylation;

DOI:10.1021/ja991328z

Reference yield:

trifluoromethanesulphonic acid (2-nitro-3-methylphenyl ester) (145209-21-8) → N2-(2-acetylamino-3-methylphenyl)-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine (253270-11-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / cesium carbonate; palladium acetate; BINAP / toluene / 16 h / 80 °C

2: H₂ / 10 percent Pd/C / ethyl acetate; ethanol / 16 h / 2585.74 Torr

3: CH₂Cl₂ / 16 h / 20 °C

With hydrogen; palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; palladium on activated charcoal; In ethanol; dichloromethane; ethyl acetate; toluene; 1: Arylation / 2: Catalytic hydrogenation / 3: Acetylation;

DOI:10.1021/ja991328z

Reference yield:

N2-(2-nitro-3-methylphenyl)-O6-benzyl-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine (253270-07-4) → N2-(2-acetylamino-3-methylphenyl)-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine (253270-11-0)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 10 percent Pd/C / ethyl acetate; ethanol / 16 h / 2585.74 Torr

2: CH₂Cl₂ / 16 h / 20 °C

With hydrogen; palladium on activated charcoal; In ethanol; dichloromethane; ethyl acetate; 1: Catalytic hydrogenation / 2: Acetylation;

DOI:10.1021/ja991328z

upstream raw materials:

acetic anhydride

O⁶-benzyl-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine

trifluoromethanesulphonic acid (2-nitro-3-methylphenyl ester)

N²-(2-nitro-3-methylphenyl)-O⁶-benzyl-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine

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