3'-O-<4''-((N-dansyl)-5'''-aminopent-1-yl-oxy)-5''-methoxy-2''nitrophenylmethyl>-2'-deoxy-5'-O-(tert-butyldiphenylsilyl)-N-6-benzoyladenosine

Base Information

Chemical Name:3'-O-<4''-((N-dansyl)-5'''-aminopent-1-yl-oxy)-5''-methoxy-2''nitrophenylmethyl>-2'-deoxy-5'-O-(tert-butyldiphenylsilyl)-N-6-benzoyladenosine
CAS No.:221895-92-7
Molecular Formula:C₅₈H₆₄N₈O₁₀SSi
Molecular Weight:1093.35
Hs Code.:

Synonyms:3'-O-<4''-((N-dansyl)-5'''-aminopent-1-yl-oxy)-5''-methoxy-2''nitrophenylmethyl>-2'-deoxy-5'-O-(tert-butyldiphenylsilyl)-N-6-benzoyladenosine

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Chemical Property of 3'-O-<4''-((N-dansyl)-5'''-aminopent-1-yl-oxy)-5''-methoxy-2''nitrophenylmethyl>-2'-deoxy-5'-O-(tert-butyldiphenylsilyl)-N-6-benzoyladenosine

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Technology Process of 3'-O-<4''-((N-dansyl)-5'''-aminopent-1-yl-oxy)-5''-methoxy-2''nitrophenylmethyl>-2'-deoxy-5'-O-(tert-butyldiphenylsilyl)-N-6-benzoyladenosine

There total 8 articles about 3'-O-<4''-((N-dansyl)-5'''-aminopent-1-yl-oxy)-5''-methoxy-2''nitrophenylmethyl>-2'-deoxy-5'-O-(tert-butyldiphenylsilyl)-N-6-benzoyladenosine 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

: 221895-92-7
3'-O-<4''-((N-dansyl)-5'''-aminopent-1-yl-oxy)-5''-methoxy-2''nitrophenylmethyl>-2'-deoxy-5'-O-(tert-butyldiphenylsilyl)-N-6-benzoyladenosine

Guidance literature:: Multi-step reaction with 7 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: 88 percent / CBr₄, PPh₃ / ethyl acetate / 1 h / 25 °C

5: 43 percent / Bu₄NOH, NaI, NaOH, H₂O / CHCl₃ / 23 h / 25 °C

6: HNEt₂ / Pd(PPh₃)4 / tetrahydrofuran / 2.5 h / 25 °C

7: NEt₃, DMAP / tetrahydrofuran; dimethylformamide / 6 h / 25 °C

With dmap; sodium hydroxide; sodium tetrahydroborate; carbon tetrabromide; tetra(n-butyl)ammonium hydroxide; water; nitric acid; acetic anhydride; potassium carbonate; diethylamine; triethylamine; triphenylphosphine; potassium iodide; sodium iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; chloroform; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/(SICI)1521-3765(19990301)5:3<951::AID-CHEM951>3.0.CO;2-G

Reference yield:

: 221303-08-8
allyl (5-bromopentyl)carbamate

: 221895-92-7
3'-O-<4''-((N-dansyl)-5'''-aminopent-1-yl-oxy)-5''-methoxy-2''nitrophenylmethyl>-2'-deoxy-5'-O-(tert-butyldiphenylsilyl)-N-6-benzoyladenosine

Guidance literature:: Multi-step reaction with 7 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: 88 percent / CBr₄, PPh₃ / ethyl acetate / 1 h / 25 °C

5: 43 percent / Bu₄NOH, NaI, NaOH, H₂O / CHCl₃ / 23 h / 25 °C

6: HNEt₂ / Pd(PPh₃)4 / tetrahydrofuran / 2.5 h / 25 °C

7: NEt₃, DMAP / tetrahydrofuran; dimethylformamide / 6 h / 25 °C

With dmap; sodium hydroxide; sodium tetrahydroborate; carbon tetrabromide; tetra(n-butyl)ammonium hydroxide; water; nitric acid; acetic anhydride; potassium carbonate; diethylamine; triethylamine; triphenylphosphine; potassium iodide; sodium iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; chloroform; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/(SICI)1521-3765(19990301)5:3<951::AID-CHEM951>3.0.CO;2-G

Reference yield:

: [5-(4-formyl-2-methoxy-5-nitro-phenoxy)-pentyl]-carbamic acid allyl ester

: 221895-92-7
3'-O-<4''-((N-dansyl)-5'''-aminopent-1-yl-oxy)-5''-methoxy-2''nitrophenylmethyl>-2'-deoxy-5'-O-(tert-butyldiphenylsilyl)-N-6-benzoyladenosine

Guidance literature:: Multi-step reaction with 5 steps

1: NaBH₄ / ethanol / 4 h / 0 °C

2: 88 percent / CBr₄, PPh₃ / ethyl acetate / 1 h / 25 °C

3: 43 percent / Bu₄NOH, NaI, NaOH, H₂O / CHCl₃ / 23 h / 25 °C

4: HNEt₂ / Pd(PPh₃)4 / tetrahydrofuran / 2.5 h / 25 °C

5: NEt₃, DMAP / tetrahydrofuran; dimethylformamide / 6 h / 25 °C

With dmap; sodium hydroxide; sodium tetrahydroborate; carbon tetrabromide; tetra(n-butyl)ammonium hydroxide; water; diethylamine; triethylamine; triphenylphosphine; sodium iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; chloroform; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1002/(SICI)1521-3765(19990301)5:3<951::AID-CHEM951>3.0.CO;2-G