5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)uridylyl (3'-5') 5'-amino-5'-deoxyuridine

Base Information

• Chemical Name: 5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)uridylyl (3'-5') 5'-amino-5'-deoxyuridine
• CAS No.: 182005-97-6
• Molecular Formula: C₄₅H₅₆N₅O₁₅PSi
• Molecular Weight: 966.023
• Mol file: 182005-97-6.mol

Synonyms:5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)uridylyl (3'-5') 5'-amino-5'-deoxyuridine

Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)uridylyl (3'-5') 5'-amino-5'-deoxyuridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)uridylyl (3'-5') 5'-amino-5'-deoxyuridine

There total 3 articles about 5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)uridylyl (3'-5') 5'-amino-5'-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: 87.0%

(Rp/Sp)-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)uridylyl (3'-5')-5'-amino-5'-deoxyuridine methyl ester → 5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)uridylyl (3'-5') 5'-amino-5'-deoxyuridine (182005-97-6)

Guidance literature:

With thiophenol; triethylamine; In 1,4-dioxane; for 24h; Ambient temperature;

DOI:10.1021/jo960795l

Reference yield:

5'-O-dimethoxytrityl-2'-O-tert-butyldimethylsilyl uridine (81246-80-2) → 5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)uridylyl (3'-5') 5'-amino-5'-deoxyuridine (182005-97-6)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrazole / acetonitrile; CH₂Cl₂ / 4 h / Ambient temperature

2: pyridine, LiCl / 20 h / Ambient temperature

3: 87 percent / thiophenol, Et₃N / dioxane / 24 h / Ambient temperature

With pyridine; 1H-tetrazole; thiophenol; triethylamine; lithium chloride; In 1,4-dioxane; dichloromethane; acetonitrile;

DOI:10.1021/jo960795l

Reference yield:

Phosphorous acid (2R,3R,4R,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester dimethyl ester → 5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)uridylyl (3'-5') 5'-amino-5'-deoxyuridine (182005-97-6)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine, LiCl / 20 h / Ambient temperature

2: 87 percent / thiophenol, Et₃N / dioxane / 24 h / Ambient temperature

With pyridine; thiophenol; triethylamine; lithium chloride; In 1,4-dioxane;

DOI:10.1021/jo960795l

upstream raw materials:

5'-O-dimethoxytrityl-2'-O-tert-butyldimethylsilyl uridine