5'-O-(4,4'-dimethoxytrityl)-thymidine-3'-O-(2-seleno-1,3,2-oxathiaphospholane)

Base Information

• Chemical Name: 5'-O-(4,4'-dimethoxytrityl)-thymidine-3'-O-(2-seleno-1,3,2-oxathiaphospholane)
• CAS No.: 145498-72-2
• Molecular Formula: C₃₃H₃₅N₂O₈PSSe
• Molecular Weight: 729.649
• Mol file: 145498-72-2.mol

Synonyms:5'-O-(4,4'-dimethoxytrityl)-thymidine-3'-O-(2-seleno-1,3,2-oxathiaphospholane)

Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-thymidine-3'-O-(2-seleno-1,3,2-oxathiaphospholane)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-(4,4'-dimethoxytrityl)-thymidine-3'-O-(2-seleno-1,3,2-oxathiaphospholane)

There total 1 articles about 5'-O-(4,4'-dimethoxytrityl)-thymidine-3'-O-(2-seleno-1,3,2-oxathiaphospholane) 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: 77.0%

5'-O-(4-4'-dimethoxytrityl)thymidine (40615-39-2) + N,N-diisopropylamino-1,3,2-oxathiaphospholane (138493-50-2) → 5'-O-(4,4'-dimethoxytrityl)-thymidine-3'-O-(2-seleno-1,3,2-oxathiaphospholane) (145498-72-2)

Guidance literature:

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

With selenium; In dichloromethane; for 12h;

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

Reference yield:

3'-O-acetylthymidine (21090-30-2) + 5'-O-(4,4'-dimethoxytrityl)-thymidine-3'-O-(2-seleno-1,3,2-oxathiaphospholane) (145498-72-2) → 3'-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-dithymidylyl-3',5'-phosphoroselenoate (364356-55-8)

Guidance literature:

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

DOI:10.1039/c39950000613

Reference yield:

5'-O-(4,4'-dimethoxytrityl)-thymidine-3'-O-(2-seleno-1,3,2-oxathiaphospholane) (145498-72-2) → 3',5'-O,O-bis(dimethoxytrityl)-dithymidilyl-3',5'-phosphorofluoridate (191977-94-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: DBU / acetonitrile / 0.25 h

1.2: 68 percent / acetonitrile / 2 h

2.1: 85 percent / aq. AgF / acetonitrile / 1 h

With silver fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile;

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

upstream raw materials:

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

N,N-diisopropylamino-1,3,2-oxathiaphospholane

Downstream raw materials:

3'-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-dithymidylyl-3',5'-phosphoroselenoate

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

3'-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-dithymidylyl-3',5'-O-methylphosphate

3'-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-dithymidylyl-3',5'-phosphate