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

Base Information

• Chemical Name: 2'-deoxy-5'-O-(4-monomethoxytrityl)-N⁶-[2-(4-nitrophenyl)ethoxycarbonyl]cytidine
• CAS No.: 91592-91-5
• Molecular Formula: C₃₈H₃₆N₄O₉
• Molecular Weight: 692.725

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

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

Chemical Property:

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

There total 3 articles about 2'-deoxy-5'-O-(4-monomethoxytrityl)-N⁶-[2-(4-nitrophenyl)ethoxycarbonyl]cytidine 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: 88.0%

2'-deoxy-N4-{[2-(4-nitrophenyl)ethoxy]carbonyl}cytidine (88091-67-2) + mono-4-methoxytrityl chloride (14470-28-1) → 2'-deoxy-5'-O-(4-monomethoxytrityl)-N6-[2-(4-nitrophenyl)ethoxycarbonyl]cytidine (91592-91-5)

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]cytidine (91592-91-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / Et₃N / CH₂Cl₂ / 1.) 0-5 deg C, 1 h; 2.) r.t., 30 min

2: 91 percent / dimethylformamide / 15 h / 60 °C

3: 88 percent / pyridine / 16 h / Ambient temperature

With triethylamine; In pyridine; dichloromethane; N,N-dimethyl-formamide;

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

Reference yield:

1-(p-nitrophenylethoxycarbonyl)-benzotriazole (88091-66-1) → 2'-deoxy-5'-O-(4-monomethoxytrityl)-N6-[2-(4-nitrophenyl)ethoxycarbonyl]cytidine (91592-91-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / dimethylformamide / 15 h / 60 °C

2: 88 percent / pyridine / 16 h / Ambient temperature

In pyridine; N,N-dimethyl-formamide;

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

upstream raw materials:

2'-deoxy-N⁴-{[2-(4-nitrophenyl)ethoxy]carbonyl}cytidine

mono-4-methoxytrityl chloride

2-(4-nitrophenyl)ethanol

1-(p-nitrophenylethoxycarbonyl)-benzotriazole

Downstream raw materials:

5'-O-monomethoxytrityl-N⁴-p-nitrophenylethoxycarbonyl-2'-deoxycytidine-3'-(2,5-dichlorophenyl,p-nitrophenylethyl)-phosphate

N⁴-p-nitrophenylethoxycarbonyl-2'-deoxycytidine-3'-(2,5-dichlorophenyl,p-nitrophenylethyl)-phosphate

triethylammonium 5'-O-monomethoxytrityl-N⁴-p-nitrophenylethoxycarbonyl-2'-deoxycytidine-3'-p-nitrophenylethyl-phosphate

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