2'-Deoxy-6-O-(2,5-dichlorophenyl)-5'-O-(4,4'-dimethoxytrityl)-2-N-isobutyrylguanosine

Base Information

• Chemical Name: 2'-Deoxy-6-O-(2,5-dichlorophenyl)-5'-O-(4,4'-dimethoxytrityl)-2-N-isobutyrylguanosine
• CAS No.: 185738-33-4
• Molecular Formula: C₄₁H₃₉Cl₂N₅O₇
• Molecular Weight: 784.696
• Mol file: 185738-33-4.mol

Synonyms:2'-Deoxy-6-O-(2,5-dichlorophenyl)-5'-O-(4,4'-dimethoxytrityl)-2-N-isobutyrylguanosine

Chemical Property of 2'-Deoxy-6-O-(2,5-dichlorophenyl)-5'-O-(4,4'-dimethoxytrityl)-2-N-isobutyrylguanosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2'-Deoxy-6-O-(2,5-dichlorophenyl)-5'-O-(4,4'-dimethoxytrityl)-2-N-isobutyrylguanosine

There total 3 articles about 2'-Deoxy-6-O-(2,5-dichlorophenyl)-5'-O-(4,4'-dimethoxytrityl)-2-N-isobutyrylguanosine 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: 91.0%

Triethylammonium 2'-deoxy-6-O-(2,5-dichlorophenyl)-5'-O-(4,4'-dimethoxytrityl)-2-N-isobutyrylguanosine 3'-H-phosphonate → 2'-Deoxy-6-O-(2,5-dichlorophenyl)-5'-O-(4,4'-dimethoxytrityl)-2-N-isobutyrylguanosine (185738-33-4)

Guidance literature:

With pivaloyl chloride; ethylene glycol; at 0 ℃; for 0.333333h;

DOI:10.1016/S0040-4039(99)01185-5

Reference yield:

5'-O-dimethoxytrityl-N-isobutyryldeoxyguanosine (68892-41-1) → 2'-Deoxy-6-O-(2,5-dichlorophenyl)-5'-O-(4,4'-dimethoxytrityl)-2-N-isobutyrylguanosine (185738-33-4)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 0.5 h / Ambient temperature

2: 1.) mesitylene-2-sulfonyl chloride, 1-methylpyrrolidine, 3.) Et₃N / 1.) 0 deg C, 15 min, 2) 0 deg C, 3 h, 3.) room temperature, H₂O, 16 h

With 1-Methylpyrrolidine; pyridine; 2-mesitylenesulphonyl chloride; triethylamine;

Reference yield:

2,5-dichlorophenol (583-78-8) + N-(9-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-trimethylsilanyloxy-tetrahydro-furan-2-yl}-6-oxo-6,9-dihydro-1H-purin-2-yl)-isobutyramide → 2'-Deoxy-6-O-(2,5-dichlorophenyl)-5'-O-(4,4'-dimethoxytrityl)-2-N-isobutyrylguanosine (185738-33-4)

Guidance literature:

With 1-Methylpyrrolidine; 2-mesitylenesulphonyl chloride; triethylamine; Yield given. Multistep reaction; 1.) 0 deg C, 15 min, 2) 0 deg C, 3 h, 3.) room temperature, H₂O, 16 h;

upstream raw materials:

2,5-dichlorophenol

5'-O-dimethoxytrityl-N-isobutyryldeoxyguanosine

Downstream raw materials:

2'-deoxy-6-O-(2,5-dichlorophenyl)-2-N-isobutyryl-3'-O-levulinylguanosine

triethylammonium 5'-O-dimethoxytritylthymidine 3'-H-phosphonate

Refernces

• 1、 Reese, Colin B.,Song, Quanlai,Vaman Rao,Beckett, Ian. "Preparation of an octadeoxyribonucleoside heptaphosphorothioate by the phosphotriester approach in solution". . p. 451 - 470. Retrieved 2007/10/03.