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

Base Information

Chemical Name:2'-O-(tert-butyldimethylsilyl)-3'-[(N-(9-fluorenylmethyloxycarbonyl)thiocarbomoyl)amino]-5'-O-(4-monomethoxytrityl)-3'-deoxyuridine
CAS No.:256494-87-8
Molecular Formula:C₅₁H₅₄N₄O₈SSi
Molecular Weight:911.163
Hs Code.:

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

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

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

There total 9 articles about 2'-O-(tert-butyldimethylsilyl)-3'-[(N-(9-fluorenylmethyloxycarbonyl)thiocarbomoyl)amino]-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: 96.0%

: 199915-38-3
9-fluorenylmethoxycarbonyl isothiocyanate

: 256494-91-4
3'-amino-2'-O-(tert-butyldimethylsilyl)-5'-O-(4-monomethoxytrityl)-3'-deoxyuridine

: 256494-87-8
2'-O-(tert-butyldimethylsilyl)-3'-[(N-(9-fluorenylmethyloxycarbonyl)thiocarbomoyl)amino]-5'-O-(4-monomethoxytrityl)-3'-deoxyuridine

Guidance literature:: In dichloromethane; at 20 ℃; for 0.25h;
DOI:10.1016/S0040-4020(01)01185-1

Reference yield:

: 218967-53-4
2'-O-(tert-butyldimethylsilyl)-3'-deoxy-3-(hydroxylamino)uridine

: 256494-87-8
2'-O-(tert-butyldimethylsilyl)-3'-[(N-(9-fluorenylmethyloxycarbonyl)thiocarbomoyl)amino]-5'-O-(4-monomethoxytrityl)-3'-deoxyuridine

Guidance literature:: Multi-step reaction with 5 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

5: 96 percent / CH₂Cl₂ / 0.25 h / 20 °C

With pyridine; ammonia; hydrogen; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; water; acetic acid;
DOI:10.1016/S0040-4020(01)01185-1

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

: 256494-87-8
2'-O-(tert-butyldimethylsilyl)-3'-[(N-(9-fluorenylmethyloxycarbonyl)thiocarbomoyl)amino]-5'-O-(4-monomethoxytrityl)-3'-deoxyuridine

Guidance literature:: Multi-step reaction with 2 steps

1: 1.09 g / NH₃ / methanol / 120 h / 20 °C

2: 96 percent / CH₂Cl₂ / 0.25 h / 20 °C

With ammonia; In methanol; dichloromethane;
DOI:10.1016/S0040-4020(01)01185-1