5'-O-(monomethoxytrityl)-N⁴-<2-(4-nitrophenyl)ethoxycarbonyl>-2'-O-<2-(4-nitrophenyl)ethylsulfonyl>cytidine

Base Information

• Chemical Name: 5'-O-(monomethoxytrityl)-N⁴-<2-(4-nitrophenyl)ethoxycarbonyl>-2'-O-<2-(4-nitrophenyl)ethylsulfonyl>cytidine
• CAS No.: 173169-30-7
• Molecular Formula: C₄₆H₄₃N₅O₁₄S
• Molecular Weight: 921.939
• Mol file: 173169-30-7.mol

Synonyms:5'-O-(monomethoxytrityl)-N⁴-<2-(4-nitrophenyl)ethoxycarbonyl>-2'-O-<2-(4-nitrophenyl)ethylsulfonyl>cytidine

Chemical Property of 5'-O-(monomethoxytrityl)-N⁴-<2-(4-nitrophenyl)ethoxycarbonyl>-2'-O-<2-(4-nitrophenyl)ethylsulfonyl>cytidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-(monomethoxytrityl)-N⁴-<2-(4-nitrophenyl)ethoxycarbonyl>-2'-O-<2-(4-nitrophenyl)ethylsulfonyl>cytidine

There total 8 articles about 5'-O-(monomethoxytrityl)-N⁴-<2-(4-nitrophenyl)ethoxycarbonyl>-2'-O-<2-(4-nitrophenyl)ethylsulfonyl>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: 72.0%

3'-O-<(tert-butyl)dimethylsilyl>-5'-O-(monomethoxytrityl)-N4-<2-(4-nitrophenyl)ethoxycarbonyl>-2'-O-<2-(4-nitrophenyl)ethylsulfonyl>cytidine (173169-67-0) → 5'-O-(monomethoxytrityl)-N4-<2-(4-nitrophenyl)ethoxycarbonyl>-2'-O-<2-(4-nitrophenyl)ethylsulfonyl>cytidine (173169-30-7)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at -30 ℃; for 1.5h;

DOI:10.1002/hlca.19950780706

Reference yield: 58.0%

3'-O-(3-hydroxy-1,1,3,3-tetraisopropyldisiloxan-1-yl)-5'-O-(monomethoxytrityl)-N4-<2-(4-nitrophenyl)ethoxycarbonyl>-2'-O-<2-(4-nitrophenyl)ethylsulfonyl>cytidine (173169-26-1) → 5'-O-(monomethoxytrityl)-N4-<2-(4-nitrophenyl)ethoxycarbonyl>-2'-O-<2-(4-nitrophenyl)ethylsulfonyl>cytidine (173169-30-7)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.0166667h;

DOI:10.1002/hlca.19950780706

Reference yield:

2-(4-nitrophenyl)ethyl chloride (20264-95-3) → 5'-O-(monomethoxytrityl)-N4-<2-(4-nitrophenyl)ethoxycarbonyl>-2'-O-<2-(4-nitrophenyl)ethylsulfonyl>cytidine (173169-30-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) Na₂S₂O₃*5H₂O, 2.) ice, AcOH, Cl₂ gas / 1.) MeOH/water, 7-8 h, reflux, 2.) MeOH, water, 30 min

2: 71 percent / pyridine / 1 h / Ambient temperature

3: 69 percent / 1 N HCl / dioxane / 15 h / Ambient temperature

4: 62 percent / pyridine / 15 h / Ambient temperature

5: 58 percent / Bu₄NF*3H₂O / tetrahydrofuran / 0.02 h / 0 °C

With pyridine; hydrogenchloride; Methamphetamin; tetrabutyl ammonium fluoride; chlorine; sodium thiosulfate; acetic acid; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1002/hlca.19950780706

upstream raw materials:

3'-O-<(tert-butyl)dimethylsilyl>-5'-O-(monomethoxytrityl)-N⁴-<2-(4-nitrophenyl)ethoxycarbonyl>-2'-O-<2-(4-nitrophenyl)ethylsulfonyl>cytidine

3'-O-(3-hydroxy-1,1,3,3-tetraisopropyldisiloxan-1-yl)-5'-O-(monomethoxytrityl)-N⁴-<2-(4-nitrophenyl)ethoxycarbonyl>-2'-O-<2-(4-nitrophenyl)ethylsulfonyl>cytidine

2-(4-nitrophenyl)ethyl chloride

2-(4-nitro-phenyl)ethanesulfonyl chloride

Downstream raw materials:

5'-O-(monomethoxytrityl)-N⁴-<2-(4-nitrophenyl)ethoxycarbonyl>cytidine