2'-O-(tert-butyldimethylsilyl)-3'[(N-(9-fluorenylmethyloxycarbonyl)thiocarbamoyl)amino]-5'-(4-monomethoxytritylamino)-3',5'-dideoxyuridine

Base Information

Chemical Name:2'-O-(tert-butyldimethylsilyl)-3'[(N-(9-fluorenylmethyloxycarbonyl)thiocarbamoyl)amino]-5'-(4-monomethoxytritylamino)-3',5'-dideoxyuridine
CAS No.:256494-86-7
Molecular Formula:C₅₁H₅₅N₅O₇SSi
Molecular Weight:910.178
Hs Code.:

Synonyms:2'-O-(tert-butyldimethylsilyl)-3'[(N-(9-fluorenylmethyloxycarbonyl)thiocarbamoyl)amino]-5'-(4-monomethoxytritylamino)-3',5'-dideoxyuridine

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Chemical Property of 2'-O-(tert-butyldimethylsilyl)-3'[(N-(9-fluorenylmethyloxycarbonyl)thiocarbamoyl)amino]-5'-(4-monomethoxytritylamino)-3',5'-dideoxyuridine

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Technology Process of 2'-O-(tert-butyldimethylsilyl)-3'[(N-(9-fluorenylmethyloxycarbonyl)thiocarbamoyl)amino]-5'-(4-monomethoxytritylamino)-3',5'-dideoxyuridine

There total 12 articles about 2'-O-(tert-butyldimethylsilyl)-3'[(N-(9-fluorenylmethyloxycarbonyl)thiocarbamoyl)amino]-5'-(4-monomethoxytritylamino)-3',5'-dideoxyuridine 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: 93.0%

: 199915-38-3
9-fluorenylmethoxycarbonyl isothiocyanate

: 420122-62-9
3'-amino-2'-O-(tert-butyldimethylsilyl)-5'-(4-monomethoxytritylamino)-3',5'-dideoxyuridine

: 256494-86-7
2'-O-(tert-butyldimethylsilyl)-3'[(N-(9-fluorenylmethyloxycarbonyl)thiocarbamoyl)amino]-5'-(4-monomethoxytritylamino)-3',5'-dideoxyuridine

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

: 256494-86-7
2'-O-(tert-butyldimethylsilyl)-3'[(N-(9-fluorenylmethyloxycarbonyl)thiocarbamoyl)amino]-5'-(4-monomethoxytritylamino)-3',5'-dideoxyuridine

Guidance literature:: Multi-step reaction with 8 steps

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

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

3: pyridine / 24 h / 20 °C

4: 1.22 g / NaN₃; NH₄Cl / dimethylformamide / 1 h / 80 °C

5: H₂S / pyridine; H₂O / 5 h / 20 °C

6: 2.21 g / pyridine / 3 h / 20 °C

7: 83 percent / NH₃ / methanol / 144 h / 20 °C

8: 93 percent / CH₂Cl₂ / 0.25 h / 20 °C

With pyridine; sodium azide; hydrogen sulfide; ammonia; hydrogen; ammonium chloride; triethylamine; palladium on activated charcoal; In pyridine; methanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)01185-1

Reference yield:

: toluene-4-sulfonic acid 4-(tert-butyl-dimethyl-silanyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-(2,2,2-trifluoro-acetylamino)-tetrahydro-furan-2-ylmethyl ester

: 256494-86-7
2'-O-(tert-butyldimethylsilyl)-3'[(N-(9-fluorenylmethyloxycarbonyl)thiocarbamoyl)amino]-5'-(4-monomethoxytritylamino)-3',5'-dideoxyuridine

Guidance literature:: Multi-step reaction with 5 steps

1: 1.22 g / NaN₃; NH₄Cl / dimethylformamide / 1 h / 80 °C

2: H₂S / pyridine; H₂O / 5 h / 20 °C

3: 2.21 g / pyridine / 3 h / 20 °C

4: 83 percent / NH₃ / methanol / 144 h / 20 °C

5: 93 percent / CH₂Cl₂ / 0.25 h / 20 °C

With pyridine; sodium azide; hydrogen sulfide; ammonia; ammonium chloride; In pyridine; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)01185-1