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

Base Information

• Chemical Name: N⁶-Benzoyl-P-methyl-5'-O-dimethoxytrityl-2'-deoxyadenosyl-(3'5')-N⁴-benzoyl-2'-deoxycytidine
• CAS No.: 93134-58-8
• Molecular Formula: C₅₅H₅₃N₈O₁₃P
• Molecular Weight: 1065.05
• Mol file: 93134-58-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 5 articles about N⁶-Benzoyl-P-methyl-5'-O-dimethoxytrityl-2'-deoxyadenosyl-(3'5')-N⁴-benzoyl-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: 67.7%

N4-Anisoyl-P-methyl-5'-O-dimethoxytrityl-2'-deoxycytidyl-(3'5')-N6-benzoyl-3'-O-levulinyl-2'-deoxyadenosine (93134-44-2) → N6-Benzoyl-P-methyl-5'-O-dimethoxytrityl-2'-deoxyadenosyl-(3'5')-N4-benzoyl-2'-deoxycytidine (93134-58-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.25h;

DOI:10.1021/jo00199a032

Reference yield:

N-benzoyl-3'-O-levulinoyl-2'-deoxy-β-D-adenosine (85231-45-4) → N6-Benzoyl-P-methyl-5'-O-dimethoxytrityl-2'-deoxyadenosyl-(3'5')-N4-benzoyl-2'-deoxycytidine (93134-58-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) tetrazole 2.) iodine / 1.) acetonitrile, ice bath, 15 min 2.) THF:lutidine:water (2:1:1), 15 min, yield: 77 percent

2: 67.7 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.25 h

With 1H-tetrazole; tetrabutyl ammonium fluoride; iodine; In tetrahydrofuran;

DOI:10.1021/jo00199a032

Reference yield:

3'-O-<(N,N-Dimethylamino)methoxyphosphino>-N6-anisoyl-5'-O-(dimethoxytrityl)-2'-deoxycytidine (93134-43-1) → N6-Benzoyl-P-methyl-5'-O-dimethoxytrityl-2'-deoxyadenosyl-(3'5')-N4-benzoyl-2'-deoxycytidine (93134-58-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) tetrazole 2.) iodine / 1.) acetonitrile, ice bath, 15 min 2.) THF:lutidine:water (2:1:1), 15 min, yield: 77 percent

2: 67.7 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.25 h

With 1H-tetrazole; tetrabutyl ammonium fluoride; iodine; In tetrahydrofuran;

DOI:10.1021/jo00199a032

upstream raw materials:

N⁴-Anisoyl-P-methyl-5'-O-dimethoxytrityl-2'-deoxycytidyl-(3'5')-N⁶-benzoyl-3'-O-levulinyl-2'-deoxyadenosine

N-benzoyl-3'-O-levulinoyl-2'-deoxy-β-D-adenosine

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

5'-O-(4,4'-dimethoxytrityl)-N⁶-benzoyl-3'-O-levulinoyl-2'-deoxyadenosine