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

Base Information

• Chemical Name: 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
• CAS No.: 173169-26-1
• Molecular Formula: C₅₈H₇₁N₅O₁₆SSi₂
• Molecular Weight: 1182.46

Synonyms: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

Chemical Property of 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

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Technology Process of 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

There total 4 articles about 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 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: 62.0%

3'-O-(3-hydroxy-1,1,3,3-tetraisopropyldisiloxan-1-yl)-N4-<2-(4-nitrophenyl)ethoxycarbonyl>-2'-O-<2-(4-nitrophenyl)ethylsulfonyl>cytidine (173169-20-5) + mono-4-methoxytrityl chloride (14470-28-1) → 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)

Guidance literature:

With pyridine; for 15h; Ambient temperature;

DOI:10.1002/hlca.19950780706

Reference yield:

2-(4-nitrophenyl)ethyl chloride (20264-95-3) → 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)

Guidance literature:

Multi-step reaction with 4 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

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

DOI:10.1002/hlca.19950780706

Reference yield:

2-(4-nitro-phenyl)ethanesulfonyl chloride (80259-15-0) → 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)

Guidance literature:

Multi-step reaction with 3 steps

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

2: 69 percent / 1 N HCl / dioxane / 15 h / Ambient temperature

3: 62 percent / pyridine / 15 h / Ambient temperature

With pyridine; hydrogenchloride; In 1,4-dioxane;

DOI:10.1002/hlca.19950780706

upstream raw materials:

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

mono-4-methoxytrityl chloride

2-(4-nitrophenyl)ethyl chloride

2-(4-nitro-phenyl)ethanesulfonyl chloride

Downstream raw materials:

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

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