5'-O-dimethoxytrityl-thymidine-3'-O-(2-seleno-1,3,2-dithiaphospholane)

Base Information

• Chemical Name: 5'-O-dimethoxytrityl-thymidine-3'-O-(2-seleno-1,3,2-dithiaphospholane)
• CAS No.: 183295-17-2
• Molecular Formula: C₃₃H₃₅N₂O₇PS₂Se
• Molecular Weight: 745.716
• Mol file: 183295-17-2.mol

Synonyms:5'-O-dimethoxytrityl-thymidine-3'-O-(2-seleno-1,3,2-dithiaphospholane)

Chemical Property of 5'-O-dimethoxytrityl-thymidine-3'-O-(2-seleno-1,3,2-dithiaphospholane)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-dimethoxytrityl-thymidine-3'-O-(2-seleno-1,3,2-dithiaphospholane)

There total 1 articles about 5'-O-dimethoxytrityl-thymidine-3'-O-(2-seleno-1,3,2-dithiaphospholane) 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: 74.0%

2-(N,N-diisopropylamino)-1,3,2-dithiaphospholane (145498-60-8) + 5'-O-(4-4'-dimethoxytrityl)thymidine (40615-39-2) → 5'-O-dimethoxytrityl-thymidine-3'-O-(2-seleno-1,3,2-dithiaphospholane) (183295-17-2)

Guidance literature:

2-(N,N-diisopropylamino)-1,3,2-dithiaphospholane; 5'-O-(4-4'-dimethoxytrityl)thymidine; With 1H-tetrazole; In dichloromethane; for 1h;

With selenium; In dichloromethane; for 12h;

DOI:10.1016/S0968-0896(01)00025-6

Reference yield: 75.0%

3'-O-(4,4'-dimethoxytrityl)thymidine (76054-81-4) + 5'-O-dimethoxytrityl-thymidine-3'-O-(2-seleno-1,3,2-dithiaphospholane) (183295-17-2) + methyl iodide (74-88-4) → 3',5'-O,O-bis(dimethoxytrityl)-dithymidilyl-3',5'-Se-methyl phosphorothioselenoate (364356-56-9)

Guidance literature:

3'-O-(4,4'-dimethoxytrityl)thymidine; 5'-O-dimethoxytrityl-thymidine-3'-O-(2-seleno-1,3,2-dithiaphospholane); With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; for 1h;

methyl iodide; In acetonitrile; for 1h;

DOI:10.1016/S0968-0896(01)00025-6

Reference yield:

5'-O-dimethoxytrityl-thymidine-3'-O-(2-seleno-1,3,2-dithiaphospholane) (183295-17-2) → 3',5'-O,O-bis(dimethoxytrityl)-dithymidilyl-3',5'-phosphorothiofluoridate (191977-95-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: DBU / acetonitrile / 1 h

1.2: 75 percent / acetonitrile / 1 h

2.1: 56 percent / Et₃NHF; DBU / tetrahydrofuran / 0.5 h

With 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine hydrofluoride; In tetrahydrofuran; acetonitrile;

DOI:10.1016/S0968-0896(01)00025-6

upstream raw materials:

2-(N,N-diisopropylamino)-1,3,2-dithiaphospholane

5'-O-(4-4'-dimethoxytrityl)thymidine

Downstream raw materials:

3',5'-O,O-bis(dimethoxytrityl)-dithymidilyl-3',5'-Se-methyl phosphorothioselenoate

3',5'-O,O-bis(dimethoxytrityl)-dithymidilyl-3',5'-phosphorothiofluoridate

C₄₄H₄₉N₄O₁₄PS

C₄₄H₄₉N₄O₁₃PSSe