5-(N-trifluoroacetamidomethyl)-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)uridine

Base Information

• Chemical Name: 5-(N-trifluoroacetamidomethyl)-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)uridine
• CAS No.: 1370546-05-6
• Molecular Formula: C₃₃H₃₂F₃N₃O₈
• Molecular Weight: 655.628
• Mol file: 1370546-05-6.mol

Synonyms:5-(N-trifluoroacetamidomethyl)-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)uridine

Chemical Property of 5-(N-trifluoroacetamidomethyl)-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)uridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(N-trifluoroacetamidomethyl)-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)uridine

There total 3 articles about 5-(N-trifluoroacetamidomethyl)-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)uridine 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: 86.0%

ethyl trifluoroacetate, (383-63-1) + 5-(aminomethyl)-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)uridine (137568-57-1) → 5-(N-trifluoroacetamidomethyl)-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)uridine (1370546-05-6)

Guidance literature:

With pyridine; at 20 ℃; for 5h;

DOI:10.1016/j.bmcl.2012.03.024

Reference yield:

5-(azidomethyl)-5′-O-(4,4′-dimethoxytrityl)-2′-deoxyuridine (137552-29-5) → 5-(N-trifluoroacetamidomethyl)-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)uridine (1370546-05-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 5%-palladium/activated carbon; hydrogen / methanol / 12 h / 20 °C

2: pyridine / 5 h / 20 °C

With pyridine; 5%-palladium/activated carbon; hydrogen; In methanol;

DOI:10.1016/j.bmcl.2012.03.024

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → 5-(N-trifluoroacetamidomethyl)-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)uridine (1370546-05-6)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 14 h / 20 °C

2: 5%-palladium/activated carbon; hydrogen / methanol / 12 h / 20 °C

3: pyridine / 5 h / 20 °C

With pyridine; 5%-palladium/activated carbon; hydrogen; In methanol;

DOI:10.1016/j.bmcl.2012.03.024

upstream raw materials:

5-(azidomethyl)-5′-O-(4,4′-dimethoxytrityl)-2′-deoxyuridine

ethyl trifluoroacetate,

5-(aminomethyl)-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)uridine

4,4'-dimethoxytrityl chloride

Downstream raw materials:

5-(N-trifluoroacetamidomethyl)-2'-deoxy-3'-O-succinyl-5'-O-(4,4'-dimethoxytrityl)uridine

5-(N-trifluoroacetamidomethyl)-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-3'-O-(2-cyanoethoxy-N,N'-diisopropylaminophosphinyl)uridine