5'-O-(4-monomethoxytrithylthio)-3'-O-tert-butyldimethylsilylthymidine

Base Information

• Chemical Name: 5'-O-(4-monomethoxytrithylthio)-3'-O-tert-butyldimethylsilylthymidine
• CAS No.: 402734-81-0
• Molecular Formula: C₃₆H₄₄N₂O₆SSi
• Molecular Weight: 660.907
• Mol file: 402734-81-0.mol

Synonyms:5'-O-(4-monomethoxytrithylthio)-3'-O-tert-butyldimethylsilylthymidine

Chemical Property of 5'-O-(4-monomethoxytrithylthio)-3'-O-tert-butyldimethylsilylthymidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-(4-monomethoxytrithylthio)-3'-O-tert-butyldimethylsilylthymidine

There total 3 articles about 5'-O-(4-monomethoxytrithylthio)-3'-O-tert-butyldimethylsilylthymidine 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: 76.0%

3'-O-(t-butyldimethylsilyl)thymidine (40733-27-5) + 4-monomethoxytritylsulfenyl chloride (402734-78-5) → 5'-O-(4-monomethoxytrithylthio)-3'-O-tert-butyldimethylsilylthymidine (402734-81-0)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1016/S0040-4039(01)01873-1

Reference yield:

p-methoxytrityl alcohol (847-83-6) → 5'-O-(4-monomethoxytrithylthio)-3'-O-tert-butyldimethylsilylthymidine (402734-81-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 57 percent / Lawesson's reagent / toluene / 75 °C

2: 65 percent / 1,3-dichloro-5,5-dimethylhydantoin / dioxane / 0.5 h / 20 °C

3: 76 percent / lithium hexamethyldisilazide / tetrahydrofuran / 1 h / 20 °C

With Lawessons reagent; 1,3-dichloro-5,5-dimethylhydantoin; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; toluene;

DOI:10.1016/S0040-4039(01)01873-1

Reference yield:

4-monomethoxytriphenylmethanethiol (383401-03-4) → 5'-O-(4-monomethoxytrithylthio)-3'-O-tert-butyldimethylsilylthymidine (402734-81-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / 1,3-dichloro-5,5-dimethylhydantoin / dioxane / 0.5 h / 20 °C

2: 76 percent / lithium hexamethyldisilazide / tetrahydrofuran / 1 h / 20 °C

With 1,3-dichloro-5,5-dimethylhydantoin; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1016/S0040-4039(01)01873-1

upstream raw materials:

3'-O-(t-butyldimethylsilyl)thymidine

4-monomethoxytritylsulfenyl chloride

p-methoxytrityl alcohol

4-monomethoxytriphenylmethanethiol

Downstream raw materials:

3-N-(4-monomethoxytrithylthio)thymidine