N³-anisoyl-5'-O-(2-dansylethoxycarbonyl)-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)uridine

Base Information

• Chemical Name: N³-anisoyl-5'-O-(2-dansylethoxycarbonyl)-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)uridine
• CAS No.: 155865-82-0
• Molecular Formula: C₃₈H₄₃N₃O₁₄S
• Molecular Weight: 797.837

Synonyms:N³-anisoyl-5'-O-(2-dansylethoxycarbonyl)-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)uridine

Chemical Property of N³-anisoyl-5'-O-(2-dansylethoxycarbonyl)-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)uridine

Chemical Property:

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Technology Process of N³-anisoyl-5'-O-(2-dansylethoxycarbonyl)-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)uridine

There total 8 articles about N³-anisoyl-5'-O-(2-dansylethoxycarbonyl)-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)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: 19.0%

2-dansylethyl chloroformate hydrochloride + N3-anisoyl-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)uridine (155834-56-3) → N3-anisoyl-5'-O-(2-dansylethoxycarbonyl)-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)uridine (155865-82-0) + N3-anisoyl-3'-O-(2-dansylethoxycarbonyl)-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)uridine + N3-anisoyl-3',5'-O-bis(2-dansylethoxycarbonyl)-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)uridine

Guidance literature:

In pyridine; at 0 ℃; for 1h;

DOI:10.1002/hlca.19940770209

Reference yield:

4-methoxy-benzoyl chloride (100-07-2) → N3-anisoyl-5'-O-(2-dansylethoxycarbonyl)-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)uridine (155865-82-0)

Guidance literature:

Multi-step reaction with 3 steps

1: (iPr)2EtN / pyridine / 6 h / Ambient temperature

2: KF, Et₄NBr / H₂O; acetonitrile / 3 h / 60 °C

3: 48 percent / pyridine / 1 h / 0 °C

With potassium fluoride; tetraethylammonium bromide; N-ethyl-N,N-diisopropylamine; In pyridine; water; acetonitrile;

DOI:10.1002/hlca.19940770209

Reference yield:

uridine (58-96-8) → N3-anisoyl-5'-O-(2-dansylethoxycarbonyl)-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)uridine (155865-82-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 92 percent / pyridine / 18 h / Ambient temperature

2: 1) Bu₄NBr, Na₂CO₃ / 1) CH₂Cl₂, H₂O, RT, 2) 1,2-dichloroethane, 60 deg C, 45 min

3: CF₃COOH / CH₂Cl₂ / 4 h / Ambient temperature

4: KF, Et₄NBr / H₂O; acetonitrile / 3 h / 60 °C

5: 48 percent / pyridine / 1 h / 0 °C

With potassium fluoride; tetraethylammonium bromide; tetrabutylammomium bromide; sodium carbonate; trifluoroacetic acid; In pyridine; dichloromethane; water; acetonitrile;

DOI:10.1002/hlca.19940770209

upstream raw materials:

N³-anisoyl-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)uridine

4-methoxy-2,6-dihydropyran

4-methoxy-benzoyl chloride

2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine

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