N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>-O⁶-<2-(4-nitrophenyl)ethyl>-2'-O-<2-(4-nitrophenyl)ethylsulfonyl>-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)guanosine

Base Information

• Chemical Name: N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>-O⁶-<2-(4-nitrophenyl)ethyl>-2'-O-<2-(4-nitrophenyl)ethylsulfonyl>-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)guanosine
• CAS No.: 173169-12-5
• Molecular Formula: C₄₇H₆₀N₈O₁₆SSi₂
• Molecular Weight: 1081.27

Synonyms:N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>-O⁶-<2-(4-nitrophenyl)ethyl>-2'-O-<2-(4-nitrophenyl)ethylsulfonyl>-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)guanosine

Chemical Property of N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>-O⁶-<2-(4-nitrophenyl)ethyl>-2'-O-<2-(4-nitrophenyl)ethylsulfonyl>-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)guanosine

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Technology Process of N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>-O⁶-<2-(4-nitrophenyl)ethyl>-2'-O-<2-(4-nitrophenyl)ethylsulfonyl>-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)guanosine

There total 2 articles about N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>-O⁶-<2-(4-nitrophenyl)ethyl>-2'-O-<2-(4-nitrophenyl)ethylsulfonyl>-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)guanosine 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: 82.0%

2-(4-nitro-phenyl)ethanesulfonyl chloride (80259-15-0) + N2-<2-(4-nitrophenyl)ethoxycarbonyl>-O6-<2-(4-nitrophenyl)ethyl>-9-<3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl>guanine (155834-42-7) → N6-<2-(4-nitrophenyl)ethoxycarbonyl>-O6-<2-(4-nitrophenyl)ethyl>-2'-O-<2-(4-nitrophenyl)ethylsulfonyl>-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)guanosine (173169-12-5)

Guidance literature:

With pyridine; for 3h; Ambient temperature;

DOI:10.1002/hlca.19950780706

Reference yield:

2-(4-nitrophenyl)ethyl chloride (20264-95-3) → N6-<2-(4-nitrophenyl)ethoxycarbonyl>-O6-<2-(4-nitrophenyl)ethyl>-2'-O-<2-(4-nitrophenyl)ethylsulfonyl>-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)guanosine (173169-12-5)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 82 percent / pyridine / 3 h / Ambient temperature

With pyridine; Methamphetamin; chlorine; sodium thiosulfate; acetic acid;

DOI:10.1002/hlca.19950780706

Reference yield: 91.0%

N6-<2-(4-nitrophenyl)ethoxycarbonyl>-O6-<2-(4-nitrophenyl)ethyl>-2'-O-<2-(4-nitrophenyl)ethylsulfonyl>-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)guanosine (173169-12-5) → 3'-O-(3-hydroxy-1,1,3,3-tetraisopropyldisiloxan-1-yl)-N2-<2-(4-nitrophenyl)ethoxycarbonyl>-O6-<2-(4-nitrophenyl)ethyl>-2'-O-<2-(4-nitrophenyl)ethylsulfonyl>guanosine (173169-21-6)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; for 3h; Ambient temperature;

DOI:10.1002/hlca.19950780706

upstream raw materials:

2-(4-nitro-phenyl)ethanesulfonyl chloride

N²-<2-(4-nitrophenyl)ethoxycarbonyl>-O⁶-<2-(4-nitrophenyl)ethyl>-9-<3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl>guanine

2-(4-nitrophenyl)ethyl chloride

Downstream raw materials:

3'-O-(3-hydroxy-1,1,3,3-tetraisopropyldisiloxan-1-yl)-N²-<2-(4-nitrophenyl)ethoxycarbonyl>-O⁶-<2-(4-nitrophenyl)ethyl>-2'-O-<2-(4-nitrophenyl)ethylsulfonyl>guanosine

3'-O-(3-hydroxy-1,1,3,3-tetraisopropyldisiloxan-1-yl)-5'-O-(monomethoxytrityl)-N²-<2-(4-nitrophenyl)ethoxycarbonyl>-O⁶-<2-(4-nitrophenyl)ethyl>-2'-O-<2-(4-nitrophenyl)ethylsulfonyl>guanosine

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