N⁶-Benzoyl-P-methyl-5'-O-dimethoxytrityl-2'-deoxyadenosyl-(3'5')-N⁴-benzoyl-3'-O-(tert-butyldimethylsilyl)-2'-deoxycytidine

Base Information

• Chemical Name: N⁶-Benzoyl-P-methyl-5'-O-dimethoxytrityl-2'-deoxyadenosyl-(3'5')-N⁴-benzoyl-3'-O-(tert-butyldimethylsilyl)-2'-deoxycytidine
• CAS No.: 93134-48-6
• Molecular Formula: C₆₁H₆₇N₈O₁₃PSi
• Molecular Weight: 1179.31

Synonyms:N⁶-Benzoyl-P-methyl-5'-O-dimethoxytrityl-2'-deoxyadenosyl-(3'5')-N⁴-benzoyl-3'-O-(tert-butyldimethylsilyl)-2'-deoxycytidine

Chemical Property of N⁶-Benzoyl-P-methyl-5'-O-dimethoxytrityl-2'-deoxyadenosyl-(3'5')-N⁴-benzoyl-3'-O-(tert-butyldimethylsilyl)-2'-deoxycytidine

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Technology Process of N⁶-Benzoyl-P-methyl-5'-O-dimethoxytrityl-2'-deoxyadenosyl-(3'5')-N⁴-benzoyl-3'-O-(tert-butyldimethylsilyl)-2'-deoxycytidine

There total 5 articles about N⁶-Benzoyl-P-methyl-5'-O-dimethoxytrityl-2'-deoxyadenosyl-(3'5')-N⁴-benzoyl-3'-O-(tert-butyldimethylsilyl)-2'-deoxycytidine 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: 66.6%

3'-O-<(N,N-Dimethylamino)methoxyphosphino>-N6-benzoyl-5'-O-(dimethoxytrityl)-2'-deoxyadenosine (78635-93-5) + N4-benzoyl-3'-O-(tert-butyldimethylsilyl)-2'-deoxycytidine (51549-37-2) → N6-Benzoyl-P-methyl-5'-O-dimethoxytrityl-2'-deoxyadenosyl-(3'5')-N4-benzoyl-3'-O-(tert-butyldimethylsilyl)-2'-deoxycytidine (93134-48-6)

Guidance literature:

With 1H-tetrazole; In tetrahydrofuran; for 0.25h; Ambient temperature;

DOI:10.1021/jo00199a032

Reference yield:

N4-Benzoyl-5'-O-(dimethoxytrityl)-3'-O-(tert-butyldimethylsilyl)-2'-deoxycytidine (93134-40-8) → N6-Benzoyl-P-methyl-5'-O-dimethoxytrityl-2'-deoxyadenosyl-(3'5')-N4-benzoyl-3'-O-(tert-butyldimethylsilyl)-2'-deoxycytidine (93134-48-6)

Guidance literature:

Multi-step reaction with 2 steps

1: ZnBr₂ / methanol; CH₂Cl₂ / 0.5 h

With zinc dibromide; In methanol; dichloromethane;

DOI:10.1021/jo00199a032

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → N6-Benzoyl-P-methyl-5'-O-dimethoxytrityl-2'-deoxyadenosyl-(3'5')-N4-benzoyl-3'-O-(tert-butyldimethylsilyl)-2'-deoxycytidine (93134-48-6)

Guidance literature:

Multi-step reaction with 3 steps

1: imidazole / dimethylformamide / 1 h

2: ZnBr₂ / methanol; CH₂Cl₂ / 0.5 h

With 1H-imidazole; zinc dibromide; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00199a032

upstream raw materials:

methylphosphonic acid dichloroanhydride

N₆-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine

N⁴-benzoyl-3'-O-(tert-butyldimethylsilyl)-2'-deoxycytidine

3'-O-<(N,N-Dimethylamino)methoxyphosphino>-N⁶-benzoyl-5'-O-(dimethoxytrityl)-2'-deoxyadenosine

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