Uridine, 2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)-, 5'-(2-cyano-1-phenylethyl carbonate) 3'-[2-(4-nitrophenyl)ethyl bis(1-methylethyl)phosphoramidite]

Base Information

• Chemical Name: Uridine, 2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)-, 5'-(2-cyano-1-phenylethyl carbonate) 3'-[2-(4-nitrophenyl)ethyl bis(1-methylethyl)phosphoramidite]
• CAS No.: 195881-45-9
• Molecular Formula: C39H50N5O13P
• Molecular Weight: 827.825
• Mol file: 195881-45-9.mol

Synonyms:

Chemical Property of Uridine, 2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)-, 5'-(2-cyano-1-phenylethyl carbonate) 3'-[2-(4-nitrophenyl)ethyl bis(1-methylethyl)phosphoramidite]

Chemical Property:

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Technology Process of Uridine, 2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)-, 5'-(2-cyano-1-phenylethyl carbonate) 3'-[2-(4-nitrophenyl)ethyl bis(1-methylethyl)phosphoramidite]

There total 5 articles about Uridine, 2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)-, 5'-(2-cyano-1-phenylethyl carbonate) 3'-[2-(4-nitrophenyl)ethyl bis(1-methylethyl)phosphoramidite] 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: 75.0%

bis(N,N-diisopropylamino)-2-(4-nitrophenyl)ethoxyphosphane (108787-34-4) + 5'-O-[(2-cyano-1-phenylethoxy)carbonyl]-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)uridine (195881-20-0) → 5'-O-[(2-cyano-1-phenylethoxy)carbonyl]-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)uridine 3'-2-(4-nitrophenyl)ethyl diisopropylphosphoramidite (195881-45-9)

Guidance literature:

DOI:10.1080/07328319708002955

Reference yield:

2-cyano-1-phenylethyl carbonochloridate (195881-17-5) → 5'-O-[(2-cyano-1-phenylethoxy)carbonyl]-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)uridine 3'-2-(4-nitrophenyl)ethyl diisopropylphosphoramidite (195881-45-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / pyridine / CH₂Cl₂ / -60 - -20 °C

2: 75 percent / 1H-tetrazole / CH₂Cl₂ / 17 h

With pyridine; 1H-tetrazole; In dichloromethane;

DOI:10.1002/hlca.200390206

Reference yield:

2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)uridine (17327-23-0) → 5'-O-[(2-cyano-1-phenylethoxy)carbonyl]-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)uridine 3'-2-(4-nitrophenyl)ethyl diisopropylphosphoramidite (195881-45-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / pyridine / CH₂Cl₂ / -60 - -20 °C

2: 75 percent / 1H-tetrazole / CH₂Cl₂ / 17 h

With pyridine; 1H-tetrazole; In dichloromethane;

DOI:10.1002/hlca.200390206

upstream raw materials:

bis(N,N-diisopropylamino)-2-(4-nitrophenyl)ethoxyphosphane

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

4-methoxy-2,6-dihydropyran

uridine

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