3'-O-tert-butyldimethylsilyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-Se-methyluridine

Base Information

• Chemical Name: 3'-O-tert-butyldimethylsilyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-Se-methyluridine
• CAS No.: 666724-43-2
• Molecular Formula: C₃₇H₄₆N₂O₇SeSi
• Molecular Weight: 737.827
• Mol file: 666724-43-2.mol

Synonyms:3'-O-tert-butyldimethylsilyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-Se-methyluridine

Chemical Property of 3'-O-tert-butyldimethylsilyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-Se-methyluridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3'-O-tert-butyldimethylsilyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-Se-methyluridine

There total 2 articles about 3'-O-tert-butyldimethylsilyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-Se-methyluridine 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%

tert-butyldimethylsilyl chloride (18162-48-6) + 5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-Se-methoxyuridine (393802-82-9) → 3'-O-tert-butyldimethylsilyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-Se-methyluridine (666724-43-2)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 18h;

DOI:10.1021/ja038481k

Reference yield:

2,2'-Anhydrouridine (3736-77-4) → 3'-O-tert-butyldimethylsilyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-Se-methyluridine (666724-43-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 67 percent / pyridine / 20 °C

2: 92 percent / sodium borohydride / tetrahydrofuran; ethanol / 2 h / 20 °C

3: 95 percent / imidazole / dimethylformamide / 18 h / 20 °C

With pyridine; 1H-imidazole; sodium tetrahydroborate; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/ja038481k

Reference yield:

2,4,6-triisopropylphenylsulfonyl chloride (6553-96-4) + 3'-O-tert-butyldimethylsilyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-Se-methyluridine (666724-43-2) → 2,4,6-Triisopropyl-benzenesulfonic acid 1-[(2R,3R,4R,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-3-methylselanyl-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl ester (666724-44-3)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/ja038481k

upstream raw materials:

tert-butyldimethylsilyl chloride

5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-Se-methoxyuridine

2,2'-Anhydrouridine

Downstream raw materials:

2,4,6-Triisopropyl-benzenesulfonic acid 1-[(2R,3R,4R,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-3-methylselanyl-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl ester

N⁴-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-methylseleno-2'-deoxycytidine

3'-O-tert-butyldimethylsilyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-Se-methylcytidine

N⁴-acetyl-3'-O-tert-butyldimethylsilyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-Se-methylcytidine