5'-O-(4,4'-dimethoxytrityl)-5-[2-(4,4'-dimethoxytrityloxy)ethyl]-2'-deoxyuridine

Base Information

• Chemical Name: 5'-O-(4,4'-dimethoxytrityl)-5-[2-(4,4'-dimethoxytrityloxy)ethyl]-2'-deoxyuridine
• CAS No.: 352320-15-1
• Molecular Formula: C₅₃H₅₂N₂O₁₀
• Molecular Weight: 877.003

Synonyms:5'-O-(4,4'-dimethoxytrityl)-5-[2-(4,4'-dimethoxytrityloxy)ethyl]-2'-deoxyuridine

Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-5-[2-(4,4'-dimethoxytrityloxy)ethyl]-2'-deoxyuridine

Chemical Property:

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Technology Process of 5'-O-(4,4'-dimethoxytrityl)-5-[2-(4,4'-dimethoxytrityloxy)ethyl]-2'-deoxyuridine

There total 2 articles about 5'-O-(4,4'-dimethoxytrityl)-5-[2-(4,4'-dimethoxytrityloxy)ethyl]-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:

5-(2-chloroethyl)-1-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)-1H,3H-pyrimidine-2,4-dione (90301-69-2) → 5'-O-(4,4'-dimethoxytrityl)-5-[2-(4,4'-dimethoxytrityloxy)ethyl]-2'-deoxyuridine (352320-15-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.5 M aq. NaOH / pyridine / 12 h / 20 °C

2: pyridine / 2 h / 20 °C

With pyridine; sodium hydroxide; In pyridine;

DOI:10.1002/1099-0690(200105)2001:10<1989::aid-ejoc1989>3.0.co;2-h

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) + 1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-(2-hydroxyethyl)pyrimidine-2,4(1H,3H)-dione (90301-60-3) → 5'-O-(4,4'-dimethoxytrityl)-5-[2-(4,4'-dimethoxytrityloxy)ethyl]-2'-deoxyuridine (352320-15-1)

Guidance literature:

With pyridine; at 20 ℃; for 2h;

DOI:10.1002/1099-0690(200105)2001:10<1989::aid-ejoc1989>3.0.co;2-h

Reference yield: 90.0%

acetic anhydride (108-24-7) + 5'-O-(4,4'-dimethoxytrityl)-5-[2-(4,4'-dimethoxytrityloxy)ethyl]-2'-deoxyuridine (352320-15-1) → 3'-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-5-[2-(4,4'-dimethoxytrityloxy)ethyl]-2'-deoxyuridine (352320-16-2)

Guidance literature:

In pyridine; at 20 ℃; for 8h;

DOI:10.1002/1099-0690(200105)2001:10<1989::aid-ejoc1989>3.0.co;2-h

upstream raw materials:

4,4'-dimethoxytrityl chloride

1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-(2-hydroxyethyl)pyrimidine-2,4(1H,3H)-dione

5-(2-chloroethyl)-1-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)-1H,3H-pyrimidine-2,4-dione

Downstream raw materials:

3'-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-5-[2-(4,4'-dimethoxytrityloxy)ethyl]-2'-deoxyuridine

acetic acid 8-[2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxy]-8,13,15-trioxo-7,9,17-trioxa-1,14-diaza-8λ⁵-phospha-tricyclo[10.3.1.1^2,5]heptadec-12(16)-en-4-yl ester

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