5'-O-(4,4'-dimethoxytrityl)-5-(1-phenyl-1H-1,2,3-triazol-4-yl)-2'-deoxyuridine

Base Information

• Chemical Name: 5'-O-(4,4'-dimethoxytrityl)-5-(1-phenyl-1H-1,2,3-triazol-4-yl)-2'-deoxyuridine
• CAS No.: 117626-97-8
• Molecular Formula: C₃₂H₃₀N₂O₇
• Molecular Weight: 554.599
• Mol file: 117626-97-8.mol

Synonyms:5'-O-(4,4'-dimethoxytrityl)-5-(1-phenyl-1H-1,2,3-triazol-4-yl)-2'-deoxyuridine

Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-5-(1-phenyl-1H-1,2,3-triazol-4-yl)-2'-deoxyuridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-(4,4'-dimethoxytrityl)-5-(1-phenyl-1H-1,2,3-triazol-4-yl)-2'-deoxyuridine

There total 11 articles about 5'-O-(4,4'-dimethoxytrityl)-5-(1-phenyl-1H-1,2,3-triazol-4-yl)-2'-deoxyuridine 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: 95.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + 2'-deoxy-5-ethynyluridine (61135-33-9) → 5'-O-(4,4'-dimethoxytrityl)-5-(1-phenyl-1H-1,2,3-triazol-4-yl)-2'-deoxyuridine (117626-97-8)

Guidance literature:

With pyridine; at 20 ℃; for 16h;

DOI:10.1021/acs.joc.5b01577

Reference yield: 88.0%

1-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-5-trimethylsilanylethynyl-1H-pyrimidine-2,4-dione (204582-45-6) → 5'-O-(4,4'-dimethoxytrityl)-5-(1-phenyl-1H-1,2,3-triazol-4-yl)-2'-deoxyuridine (117626-97-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/acs.orglett.9b03801

Reference yield:

5-Iodo-2'-deoxyuridine (54-42-2,162239-35-2) → 5'-O-(4,4'-dimethoxytrityl)-5-(1-phenyl-1H-1,2,3-triazol-4-yl)-2'-deoxyuridine (117626-97-8)

Guidance literature:

Multi-step reaction with 4 steps

1: CuI; Et₃N / (PPh₃)4Pd / dimethylformamide

2: K₂CO₃ / methanol

3: 92 percent / DMAP; pyridine; Et₃N / 2 h / 20 °C

With pyridine; dmap; copper(l) iodide; potassium carbonate; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/ja0123103

upstream raw materials:

4,4'-dimethoxytrityl chloride

2'-deoxy-5-ethynyluridine

5-Iodo-2'-deoxyuridine

3',5'-di-O-trifluoroacetyl-5-iodo-2'-deoxyuridine

Downstream raw materials:

3'-O-Acetyl-2'-deoxy-5-ethynyluridine

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

Sodium; {[(2R,3S,5R)-5-(2,4-dioxo-5-vinyl-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethoxy]-hydroxy-phosphoryl}-acetate

5'-O-<(Carboxymethyl)hydroxyphosphinyl>-2'-deoxy-5-ethynyluridine Disodium Salt