2'-deoxy-5'-O-(4-monomethoxytrityl)-N⁶-[2-(4-nitrophenyl)ethoxycarbonyl]adenosine

Base Information

• Chemical Name: 2'-deoxy-5'-O-(4-monomethoxytrityl)-N⁶-[2-(4-nitrophenyl)ethoxycarbonyl]adenosine
• CAS No.: 91608-32-1
• Molecular Formula: C₃₉H₃₆N₆O₈
• Molecular Weight: 716.75

Synonyms:2'-deoxy-5'-O-(4-monomethoxytrityl)-N⁶-[2-(4-nitrophenyl)ethoxycarbonyl]adenosine

Chemical Property of 2'-deoxy-5'-O-(4-monomethoxytrityl)-N⁶-[2-(4-nitrophenyl)ethoxycarbonyl]adenosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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Technology Process of 2'-deoxy-5'-O-(4-monomethoxytrityl)-N⁶-[2-(4-nitrophenyl)ethoxycarbonyl]adenosine

There total 9 articles about 2'-deoxy-5'-O-(4-monomethoxytrityl)-N⁶-[2-(4-nitrophenyl)ethoxycarbonyl]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: 90.0%

2'-deoxy-N6-{[2-(4-nitrophenyl)ethoxy]carbonyl}adenosine (88091-69-4) + mono-4-methoxytrityl chloride (14470-28-1) → 2'-deoxy-5'-O-(4-monomethoxytrityl)-N6-[2-(4-nitrophenyl)ethoxycarbonyl]adenosine (91608-32-1)

Guidance literature:

In pyridine; for 16h; Ambient temperature;

DOI:10.1016/0040-4020(84)85103-0

Reference yield:

2-(4-nitrophenyl)ethanol (100-27-6) → 2'-deoxy-5'-O-(4-monomethoxytrityl)-N6-[2-(4-nitrophenyl)ethoxycarbonyl]adenosine (91608-32-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 100 percent / toluene; CH₂Cl₂ / 1.) r.t., 1 h; 2.) 50 deg C, 5 h

2: 80 percent / CH₂Cl₂ / 1.) 15 min, 0-5 deg C; 2.) 30 min, r.t.

3: CH₂Cl₂ / 3 h / Heating

4: 1.63 g / half-conc. aq. ammonia / pyridine / 1 h

5: 90 percent / pyridine / 16 h / Ambient temperature

With ammonium hydroxide; In pyridine; dichloromethane; toluene;

DOI:10.1016/0040-4020(84)85103-0

Reference yield:

2-(4-nitrophenyl)ethoxycarbonyl chloride (88091-68-3) → 2'-deoxy-5'-O-(4-monomethoxytrityl)-N6-[2-(4-nitrophenyl)ethoxycarbonyl]adenosine (91608-32-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 80 percent / CH₂Cl₂ / 1.) 15 min, 0-5 deg C; 2.) 30 min, r.t.

2: CH₂Cl₂ / 3 h / Heating

3: 1.63 g / half-conc. aq. ammonia / pyridine / 1 h

4: 90 percent / pyridine / 16 h / Ambient temperature

With ammonium hydroxide; In pyridine; dichloromethane;

DOI:10.1016/0040-4020(84)85103-0

upstream raw materials:

2'-deoxy-N⁶-{[2-(4-nitrophenyl)ethoxy]carbonyl}adenosine

mono-4-methoxytrityl chloride

2-(4-nitrophenyl)ethanol

9-((2R,4S,5R)-4-Trimethylsilanyloxy-5-trimethylsilanyloxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-ylamine

Downstream raw materials:

triethylammonium 5'-O-monomethoxytrityl-N⁶-p-nitrophenylethoxycarbonyl-2'-deoxyadenosine-3'-p-nitrophenylethyl-phosphate

N⁶-p-nitrophenylethoxycarbonyl-2'-deoxyadenosine-3'-(2,5-dichlorophenyl,p-nitrophenylethyl)-phosphate

2'-deoxy-N⁶,3'-O-bis<2-(4-nitrophenyl)ethoxycarbonyl>adenosine

5'-O-monomethoxytrityl-N⁶-p-nitrophenylethoxycarbonyl-2'-deoxyadenosine-3'-(2,5-dichlorophenyl,p-nitrophenylethyl)-phosphate

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