N⁶-{{{(1S,2R)-2-{[(tert-butyl)dimethylsilyl]oxy}-1-{[2-(4-nitrophenyl)ethoxy]carbonyl}propyl}amino}carbonyl}adenosine

Base Information

• Chemical Name: N⁶-{{{(1S,2R)-2-{[(tert-butyl)dimethylsilyl]oxy}-1-{[2-(4-nitrophenyl)ethoxy]carbonyl}propyl}amino}carbonyl}adenosine
• CAS No.: 263709-08-6
• Molecular Formula: C₂₉H₄₁N₇O₁₀Si
• Molecular Weight: 675.771

Synonyms:N⁶-{{{(1S,2R)-2-{[(tert-butyl)dimethylsilyl]oxy}-1-{[2-(4-nitrophenyl)ethoxy]carbonyl}propyl}amino}carbonyl}adenosine

Chemical Property of N⁶-{{{(1S,2R)-2-{[(tert-butyl)dimethylsilyl]oxy}-1-{[2-(4-nitrophenyl)ethoxy]carbonyl}propyl}amino}carbonyl}adenosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of N⁶-{{{(1S,2R)-2-{[(tert-butyl)dimethylsilyl]oxy}-1-{[2-(4-nitrophenyl)ethoxy]carbonyl}propyl}amino}carbonyl}adenosine

There total 6 articles about N⁶-{{{(1S,2R)-2-{[(tert-butyl)dimethylsilyl]oxy}-1-{[2-(4-nitrophenyl)ethoxy]carbonyl}propyl}amino}carbonyl}adenosine 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: 100.0%

N6-{{{(1S,2R)-2-{[(tert-butyl)dimethylsilyl]oxy}-1-{[2-(4-nitrophenyl)ethoxy]carbonyl}propyl}amino}carbonyl}adenosine 2',3',5'-triacetate (263709-06-4) → N6-{{{(1S,2R)-2-{[(tert-butyl)dimethylsilyl]oxy}-1-{[2-(4-nitrophenyl)ethoxy]carbonyl}propyl}amino}carbonyl}adenosine (263709-08-6)

Guidance literature:

With ammonia; In methanol; at 20 ℃; for 3h;

DOI:10.1002/(SICI)1522-2675(20000119)83:1<152::AID-HLCA152>3.0.CO;2-1

Reference yield:

2-(4-nitrophenyl)ethanol (100-27-6) → N6-{{{(1S,2R)-2-{[(tert-butyl)dimethylsilyl]oxy}-1-{[2-(4-nitrophenyl)ethoxy]carbonyl}propyl}amino}carbonyl}adenosine (263709-08-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 63 percent / 17 h / 105 °C

2: 95 percent / pyridine; 1H-imidazole / 17 h / 20 °C

3: toluene / 17 h / 80 °C

4: 100 percent / NH₃ / methanol / 3 h / 20 °C

With pyridine; 1H-imidazole; ammonia; In methanol; toluene; 1: Esterification / 2: Etherification / 3: Addition / 4: Deacetylation;

DOI:10.1002/(SICI)1522-2675(20000119)83:1<152::AID-HLCA152>3.0.CO;2-1

Reference yield:

triacetyladenosine (7387-57-7,953089-09-3) → N6-{{{(1S,2R)-2-{[(tert-butyl)dimethylsilyl]oxy}-1-{[2-(4-nitrophenyl)ethoxy]carbonyl}propyl}amino}carbonyl}adenosine (263709-08-6)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene / 4 h / 120 °C

2: toluene / 17 h / 80 °C

3: 100 percent / NH₃ / methanol / 3 h / 20 °C

With ammonia; In methanol; toluene; 1: Oxidation / 2: Addition / 3: Deacetylation;

DOI:10.1002/(SICI)1522-2675(20000119)83:1<152::AID-HLCA152>3.0.CO;2-1

upstream raw materials:

N⁶-{{{(1S,2R)-2-{[(tert-butyl)dimethylsilyl]oxy}-1-{[2-(4-nitrophenyl)ethoxy]carbonyl}propyl}amino}carbonyl}adenosine 2',3',5'-triacetate

2-(4-nitrophenyl)ethanol

triacetyladenosine

O-[(tert-butyl)dimethylsilyl]-L-threonine 2-(4-nitrophenyl)ethyl ester

Downstream raw materials:

N⁶-{{{(1S,2R)-2-{[(tert-butyl)dimethylsilyl]oxy}-1-{[2-(4-nitrophenyl)ethoxy]carbonyl}propyl}amino}carbonyl}-5'-O-(4,4'-dimethoxytrityl)adenosine

2'-O-[(tert-butyl)dimethylsilyl]-N⁶-{{{(1S,2R)-2-{[(tert-butyl)dimethylsilyl]oxy}-1-{[2-(4-nitrophenyl)ethoxy]carbonyl}propyl}amino}carbonyl}-5'-O-(4,4'-dimethoxytrityl)adenosine

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