O⁴-<2-(4-nitrophenyl)ethyl>-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine

Base Information

• Chemical Name: O⁴-<2-(4-nitrophenyl)ethyl>-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine
• CAS No.: 173169-01-2
• Molecular Formula: C₂₉H₄₅N₃O₉Si₂
• Molecular Weight: 635.862

Synonyms:O⁴-<2-(4-nitrophenyl)ethyl>-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine

Chemical Property of O⁴-<2-(4-nitrophenyl)ethyl>-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine

Chemical Property:

Purity/Quality:

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Technology Process of O⁴-<2-(4-nitrophenyl)ethyl>-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine

There total 6 articles about O⁴-<2-(4-nitrophenyl)ethyl>-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine 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: 59.0%

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane (69304-37-6) + O4-<2-(4-nitrophenyl)ethyl>uridine (173169-06-7) → O4-<2-(4-nitrophenyl)ethyl>-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine (173169-01-2)

Guidance literature:

With pyridine; for 5h; Ambient temperature;

DOI:10.1002/hlca.19950780706

Reference yield:

Tri-O-acetyluridine (4105-38-8) → O4-<2-(4-nitrophenyl)ethyl>-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine (173169-01-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) POCl₃, Et₃N / 1.) MeCN, 60 min, 0 deg C, 2.) MeCN, 16 h, RT

2: 23 percent / Et₃N / toluene / 66 h / Heating

3: 59 percent / pyridine / 5 h / Ambient temperature

With pyridine; triethylamine; trichlorophosphate; In toluene;

DOI:10.1002/hlca.19950780706

Reference yield:

2-(4-nitrophenyl)ethanol (100-27-6) → O4-<2-(4-nitrophenyl)ethyl>-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine (173169-01-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) 2,4,6-triisopropylbenzenesulfonyl chloride, DMAP, Et₃N, 2.) Et₃N, DABCO / 1.) CH₂Cl₂, RT, 4 h, 2.) CH₂Cl₂, RT, 2.5 h

2: 84 percent / NH₃ / methanol; dioxane / 16 h / Ambient temperature

3: 59 percent / pyridine / 5 h / Ambient temperature

With pyridine; 1,4-diaza-bicyclo[2.2.2]octane; dmap; 2,4,6-triisopropylphenylsulfonyl chloride; ammonia; triethylamine; In 1,4-dioxane; methanol;

DOI:10.1002/hlca.19950780706

upstream raw materials:

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane

O⁴-<2-(4-nitrophenyl)ethyl>uridine

2-(4-nitrophenyl)ethanol

2-(4-nitrophenyl)ethyl iodide

Downstream raw materials:

O⁴-[2-(4-nitrophenyl)ethyl]-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)uridine

5'-O-[(2-cyano-1-phenylethoxy)carbonyl]-O⁴-[2-(4-nitrophenyl)ethyl]-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)uridine 3'-2-(4-nitrophenyl)ethyl diisopropylphosphoramidite

5'-O-[(2-cyano-1-phenylethoxy)carbonyl]-O-⁴-[2(4-nitrophenyl)ethyl]-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)uridine 3'-(hydrogen butanedioate)

5'-O-[(2-cyano-1-phenylethoxy)carbonyl]-O⁴-[2-(4-nitrophenyl)ethyl]-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)uridine

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