5'-O-(4-4'-dimethoxytrityl)-3'-O-levulinoyl-N³-pivaloyloxymethylthymidine

Base Information

• Chemical Name: 5'-O-(4-4'-dimethoxytrityl)-3'-O-levulinoyl-N³-pivaloyloxymethylthymidine
• CAS No.: 196200-60-9
• Molecular Formula: C₄₂H₄₈N₂O₁₁
• Molecular Weight: 756.85
• Mol file: 196200-60-9.mol

Synonyms:5'-O-(4-4'-dimethoxytrityl)-3'-O-levulinoyl-N³-pivaloyloxymethylthymidine

Chemical Property of 5'-O-(4-4'-dimethoxytrityl)-3'-O-levulinoyl-N³-pivaloyloxymethylthymidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-(4-4'-dimethoxytrityl)-3'-O-levulinoyl-N³-pivaloyloxymethylthymidine

There total 5 articles about 5'-O-(4-4'-dimethoxytrityl)-3'-O-levulinoyl-N³-pivaloyloxymethylthymidine 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:

5'-O-(4-4'-dimethoxytrityl)thymidine (40615-39-2) → 5'-O-(4-4'-dimethoxytrityl)-3'-O-levulinoyl-N3-pivaloyloxymethylthymidine (196200-60-9)

Guidance literature:

Multi-step reaction with 2 steps

1: DMAP / pyridine / 2 h

2: K₂CO₃ / dimethylformamide / 6 h

With dmap; potassium carbonate; In pyridine; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(97)00351-X

Reference yield:

Chloromethyl pivalate (18997-19-8) + 5'-O-(4,4'-dimethoxytrityl)-3'-O-levulinoyl-2'-deoxythymidine (93134-37-3) → 5'-O-(4-4'-dimethoxytrityl)-3'-O-levulinoyl-N3-pivaloyloxymethylthymidine (196200-60-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 6h;

DOI:10.1016/S0960-894X(97)00351-X

Reference yield:

levulinic acid (123-76-2) → 5'-O-(4-4'-dimethoxytrityl)-3'-O-levulinoyl-N3-pivaloyloxymethylthymidine (196200-60-9)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / 1,4-dioxane / 2.5 h

2: potassium carbonate / N,N-dimethyl-formamide

With dmap; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1021/op060133q

upstream raw materials:

Chloromethyl pivalate

5'-O-(4,4'-dimethoxytrityl)-3'-O-levulinoyl-2'-deoxythymidine

4,4'-dimethoxytrityl chloride

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

Downstream raw materials:

5'-O-dimethoxytrityl-N³-pivaloyloxymethylthymidine-3'-O-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite

C₅₉H₇₂N₄O₁₉

C₆₈H₈₂ClN₄O₂₂P