3'-amino-2'-O-(tert-butyldimethylsilyl)-5'-O-(4-monomethoxytrityl)-3'-deoxyuridine

Base Information

• Chemical Name: 3'-amino-2'-O-(tert-butyldimethylsilyl)-5'-O-(4-monomethoxytrityl)-3'-deoxyuridine
• CAS No.: 256494-91-4
• Molecular Formula: C₃₅H₄₃N₃O₆Si
• Molecular Weight: 629.828
• Mol file: 256494-91-4.mol

Synonyms:3'-amino-2'-O-(tert-butyldimethylsilyl)-5'-O-(4-monomethoxytrityl)-3'-deoxyuridine

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 7 articles about 3'-amino-2'-O-(tert-butyldimethylsilyl)-5'-O-(4-monomethoxytrityl)-3'-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:

N-{4-(tert-butyl-dimethyl-silanyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-yl}-2,2,2-trifluoro-acetamide → 3'-amino-2'-O-(tert-butyldimethylsilyl)-5'-O-(4-monomethoxytrityl)-3'-deoxyuridine (256494-91-4)

Guidance literature:

With ammonia; In methanol; at 20 ℃; for 120h;

DOI:10.1016/S0040-4020(01)01185-1

Reference yield:

2'-O-(tert-butyldimethylsilyl)-3'-deoxy-3-(hydroxylamino)uridine (218967-53-4) → 3'-amino-2'-O-(tert-butyldimethylsilyl)-5'-O-(4-monomethoxytrityl)-3'-deoxyuridine (256494-91-4)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂ / Pd/C / acetic acid; H₂O / 3 h / 20 °C

2: 2.22 g / Et₃N / methanol / 12 h / 20 °C

3: pyridine / 20 h / 20 °C

4: 1.09 g / NH₃ / methanol / 120 h / 20 °C

With pyridine; ammonia; hydrogen; triethylamine; palladium on activated charcoal; In methanol; water; acetic acid;

DOI:10.1016/S0040-4020(01)01185-1

Reference yield:

2'-O-(tert-butyldimethylsilyl)-3'-(trifluoroacetamido)-3'-deoxyuridine (256494-88-9) → 3'-amino-2'-O-(tert-butyldimethylsilyl)-5'-O-(4-monomethoxytrityl)-3'-deoxyuridine (256494-91-4)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 20 h / 20 °C

2: 1.09 g / NH₃ / methanol / 120 h / 20 °C

With pyridine; ammonia; In methanol;

DOI:10.1016/S0040-4020(01)01185-1

upstream raw materials:

2',5'-bis-O-tert-butyldimethylsilyl-3'-ketouridine

2'-O-(tert-butyldimethylsilyl)-3'-deoxy-3-(hydroxylamino)uridine

2'-O-(tert-butyldimethylsilyl)-3'-(trifluoroacetamido)-3'-deoxyuridine

2',5'-bis-O-(tert-butyldimethylsilyl)uridine

Downstream raw materials:

2'-O-(tert-butyldimethylsilyl)-3'-[(N-(9-fluorenylmethyloxycarbonyl)thiocarbomoyl)amino]-5'-O-(4-monomethoxytrityl)-3'-deoxyuridine