3'-O-<4''-((N-allyloxycarbonyl)-5'''-aminopent-1-yl-oxy)-5''-methoxy-2''-nitrophenylmethoxycarbonyl>-5'-O-(tert-butyldiphenylsilyl)thymidine

Base Information

Chemical Name:3'-O-<4''-((N-allyloxycarbonyl)-5'''-aminopent-1-yl-oxy)-5''-methoxy-2''-nitrophenylmethoxycarbonyl>-5'-O-(tert-butyldiphenylsilyl)thymidine
CAS No.:221895-96-1
Molecular Formula:C₄₄H₅₄N₄O₁₃Si
Molecular Weight:875.017
Hs Code.:

Synonyms:3'-O-<4''-((N-allyloxycarbonyl)-5'''-aminopent-1-yl-oxy)-5''-methoxy-2''-nitrophenylmethoxycarbonyl>-5'-O-(tert-butyldiphenylsilyl)thymidine

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Chemical Property of 3'-O-<4''-((N-allyloxycarbonyl)-5'''-aminopent-1-yl-oxy)-5''-methoxy-2''-nitrophenylmethoxycarbonyl>-5'-O-(tert-butyldiphenylsilyl)thymidine

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Technology Process of 3'-O-<4''-((N-allyloxycarbonyl)-5'''-aminopent-1-yl-oxy)-5''-methoxy-2''-nitrophenylmethoxycarbonyl>-5'-O-(tert-butyldiphenylsilyl)thymidine

There total 6 articles about 3'-O-<4''-((N-allyloxycarbonyl)-5'''-aminopent-1-yl-oxy)-5''-methoxy-2''-nitrophenylmethoxycarbonyl>-5'-O-(tert-butyldiphenylsilyl)thymidine 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:

: 121-33-5,8014-42-4
vanillin

: 221895-96-1
3'-O-<4''-((N-allyloxycarbonyl)-5'''-aminopent-1-yl-oxy)-5''-methoxy-2''-nitrophenylmethoxycarbonyl>-5'-O-(tert-butyldiphenylsilyl)thymidine

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / K₂CO₃, KI / acetonitrile / 12 h / Heating

2: Ac₂O, HNO₃ / 1.) 0 deg C, 2 h, 2.) 25 deg C, 2 h

3: NaBH₄ / ethanol / 4 h / 0 °C

4: tetrahydrofuran; toluene / 1.5 h / 25 °C

5: 1.) NaH / 1.) THF, 25 deg C, 1 h, 2.) THF, 0 deg C, 30 min; 25 deg C, 1.5 h

With sodium tetrahydroborate; nitric acid; acetic anhydride; sodium hydride; potassium carbonate; potassium iodide; In tetrahydrofuran; ethanol; toluene; acetonitrile;
DOI:10.1002/(SICI)1521-3765(19990301)5:3<951::AID-CHEM951>3.0.CO;2-G

Reference yield:

: 221303-09-9
4-<(N-allyloxycarbonyl)-5-aminopent-1-yl-oxy>-3-methoxybenzaldehyde

: 221895-96-1
3'-O-<4''-((N-allyloxycarbonyl)-5'''-aminopent-1-yl-oxy)-5''-methoxy-2''-nitrophenylmethoxycarbonyl>-5'-O-(tert-butyldiphenylsilyl)thymidine

Guidance literature:: Multi-step reaction with 4 steps

1: Ac₂O, HNO₃ / 1.) 0 deg C, 2 h, 2.) 25 deg C, 2 h

2: NaBH₄ / ethanol / 4 h / 0 °C

3: tetrahydrofuran; toluene / 1.5 h / 25 °C

4: 1.) NaH / 1.) THF, 25 deg C, 1 h, 2.) THF, 0 deg C, 30 min; 25 deg C, 1.5 h

With sodium tetrahydroborate; nitric acid; acetic anhydride; sodium hydride; In tetrahydrofuran; ethanol; toluene;
DOI:10.1002/(SICI)1521-3765(19990301)5:3<951::AID-CHEM951>3.0.CO;2-G

Reference yield:

: 221303-10-2
1-<(N-allyloxycarbonyl)-5'-aminopent-1-yl-oxy>-4-(hydroxymethyl)-2-methoxy-5-nitrobenzene

: 221895-96-1
3'-O-<4''-((N-allyloxycarbonyl)-5'''-aminopent-1-yl-oxy)-5''-methoxy-2''-nitrophenylmethoxycarbonyl>-5'-O-(tert-butyldiphenylsilyl)thymidine

Guidance literature:: Multi-step reaction with 2 steps

1: tetrahydrofuran; toluene / 1.5 h / 25 °C

2: 1.) NaH / 1.) THF, 25 deg C, 1 h, 2.) THF, 0 deg C, 30 min; 25 deg C, 1.5 h

With sodium hydride; In tetrahydrofuran; toluene;
DOI:10.1002/(SICI)1521-3765(19990301)5:3<951::AID-CHEM951>3.0.CO;2-G