3'-O-<(tert-butyl)dimethylsilyl>-5'-deoxy-5'-(hexadecanoylamino)-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine 2'-O-<2-cyanoethyl N,N-diisopropylphosphoramidite>

Base Information

Chemical Name:3'-O-<(tert-butyl)dimethylsilyl>-5'-deoxy-5'-(hexadecanoylamino)-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine 2'-O-<2-cyanoethyl N,N-diisopropylphosphoramidite>
CAS No.:173097-85-3
Molecular Formula:C₅₀H₈₂N₉O₉PSi
Molecular Weight:1012.32
Hs Code.:

3'-O-<(tert-butyl)dimethylsilyl>-5'-deoxy-5'-(hexadecanoylamino)-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine 2'-O-<2-cyanoethyl N,N-diisopropylphosphoramidite>

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Chemical Property of 3'-O-<(tert-butyl)dimethylsilyl>-5'-deoxy-5'-(hexadecanoylamino)-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine 2'-O-<2-cyanoethyl N,N-diisopropylphosphoramidite>

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Technology Process of 3'-O-<(tert-butyl)dimethylsilyl>-5'-deoxy-5'-(hexadecanoylamino)-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine 2'-O-<2-cyanoethyl N,N-diisopropylphosphoramidite>

There total 7 articles about 3'-O-<(tert-butyl)dimethylsilyl>-5'-deoxy-5'-(hexadecanoylamino)-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine 2'-O-<2-cyanoethyl N,N-diisopropylphosphoramidite> 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: 83.0%

: 102691-36-1
N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite

: 173097-81-9
3'-O-<(tert-butyl)dimethylsilyl>-5'-deoxy-5'-(hexadecanoylamino)-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine

: 173097-85-3,173097-86-4,220867-58-3
3'-O-<(tert-butyl)dimethylsilyl>-5'-deoxy-5'-(hexadecanoylamino)-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine 2'-O-<2-cyanoethyl N,N-diisopropylphosphoramidite>

Guidance literature:: With 1H-tetrazole; In dichloromethane; for 18h; Ambient temperature;
DOI:10.1002/hlca.19950780711

Reference yield:

: 21950-36-7
5'-amino-5'-deoxy-2',3'-O-isopropylideneadenosine

: 173097-85-3,173097-86-4,220867-58-3
3'-O-<(tert-butyl)dimethylsilyl>-5'-deoxy-5'-(hexadecanoylamino)-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine 2'-O-<2-cyanoethyl N,N-diisopropylphosphoramidite>

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / Et₃N / acetonitrile / 3 h / Ambient temperature

2: 77 percent / CH₂Cl₂ / 18 h / Ambient temperature

3: 82 percent / 80 percent formic acid / H₂O / 8 h / Ambient temperature

4: 36 percent / 1H-imidazole / pyridine / 18 h / Ambient temperature

5: 83 percent / 1H-tetrazole / CH₂Cl₂ / 18 h / Ambient temperature

With 1H-imidazole; 1H-tetrazole; formic acid; triethylamine; In pyridine; dichloromethane; water; acetonitrile;
DOI:10.1002/hlca.19950780711

Reference yield:

: 34245-48-2
5'-azido-5'-deoxy-2',3'-O-isopropylidene adenosine

: 173097-85-3,173097-86-4,220867-58-3
3'-O-<(tert-butyl)dimethylsilyl>-5'-deoxy-5'-(hexadecanoylamino)-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine 2'-O-<2-cyanoethyl N,N-diisopropylphosphoramidite>

Guidance literature:: Multi-step reaction with 6 steps

1: conc. NH₄OH, PPh₃ / pyridine / 18 h / Ambient temperature

2: 95 percent / Et₃N / acetonitrile / 3 h / Ambient temperature

3: 77 percent / CH₂Cl₂ / 18 h / Ambient temperature

4: 82 percent / 80 percent formic acid / H₂O / 8 h / Ambient temperature

5: 36 percent / 1H-imidazole / pyridine / 18 h / Ambient temperature

6: 83 percent / 1H-tetrazole / CH₂Cl₂ / 18 h / Ambient temperature

With 1H-imidazole; 1H-tetrazole; ammonium hydroxide; formic acid; triethylamine; triphenylphosphine; In pyridine; dichloromethane; water; acetonitrile;
DOI:10.1002/hlca.19950780711