5'-O-(4,4'-Dimethoxytrityl)-4-(S-p-nitrophenyl)-thiothymidine

Base Information

• Chemical Name: 5'-O-(4,4'-Dimethoxytrityl)-4-(S-p-nitrophenyl)-thiothymidine
• CAS No.: 136743-13-0
• Molecular Formula: C₃₇H₃₅N₃O₈S
• Molecular Weight: 681.766
• Mol file: 136743-13-0.mol

Synonyms:5'-O-(4,4'-Dimethoxytrityl)-4-(S-p-nitrophenyl)-thiothymidine

Chemical Property of 5'-O-(4,4'-Dimethoxytrityl)-4-(S-p-nitrophenyl)-thiothymidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-(4,4'-Dimethoxytrityl)-4-(S-p-nitrophenyl)-thiothymidine

There total 6 articles about 5'-O-(4,4'-Dimethoxytrityl)-4-(S-p-nitrophenyl)-thiothymidine 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: 68.0%

5'-O-(4,4'-Dimethoxytrityl)-4-thiocyanatothymidine (135131-54-3) + para-nitrobenzenethiol (1849-36-1) → 5'-O-(4,4'-Dimethoxytrityl)-4-(S-p-nitrophenyl)-thiothymidine (136743-13-0)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1016/S0040-4039(00)79395-6

Reference yield:

Phenoxy-acetic acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-[5-methyl-4-(4-nitro-phenylsulfanyl)-2-oxo-2H-pyrimidin-1-yl]-tetrahydro-furan-3-yl ester (142409-76-5) → 5'-O-(4,4'-Dimethoxytrityl)-4-(S-p-nitrophenyl)-thiothymidine (136743-13-0)

Guidance literature:

With ammonium hydroxide; In acetonitrile;

DOI:10.1016/S0040-4039(00)74217-1

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → 5'-O-(4,4'-Dimethoxytrityl)-4-(S-p-nitrophenyl)-thiothymidine (136743-13-0)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine

2: NEt₃, DMAP / CH₂Cl₂

3: 1) N-methylimidazole, POCl₃, 2) iPr₂NEt / 1) MeCN

4: aq.NH₃ / acetonitrile

With pyridine; 1-methyl-1H-imidazole; dmap; ammonium hydroxide; triethylamine; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In dichloromethane; acetonitrile;

DOI:10.1016/S0040-4039(00)74217-1

upstream raw materials:

Phenoxy-acetic acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-[5-methyl-4-(4-nitro-phenylsulfanyl)-2-oxo-2H-pyrimidin-1-yl]-tetrahydro-furan-3-yl ester

5'-O-(4,4'-Dimethoxytrityl)-4-thiocyanatothymidine

para-nitrobenzenethiol

4,4'-dimethoxytrityl chloride

Downstream raw materials:

5'-O-(4,4'-Dimethoxytrityl)-4-thiothymidine

5'-O-(4,4'-Dimethoxytrityl)-4--thiothymidine