1-<3',5'-bis-O--2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-arabinofuranosyl>uridine

Base Information

• Chemical Name: 1-<3',5'-bis-O--2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-arabinofuranosyl>uridine
• CAS No.: 148312-98-5
• Molecular Formula: C₃₄H₅₅N₃O₁₀Si₂
• Molecular Weight: 721.996
• Mol file: 148312-98-5.mol

Synonyms:1-<3',5'-bis-O--2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-arabinofuranosyl>uridine

Chemical Property of 1-<3',5'-bis-O--2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-arabinofuranosyl>uridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-<3',5'-bis-O--2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-arabinofuranosyl>uridine

There total 3 articles about 1-<3',5'-bis-O--2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-arabinofuranosyl>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: 81.0%

1-methyl-3-[2-(4-nitrophenyl)ethoxycarbonyl]imidazolium chloride (88091-70-7) + 1-<3',5'-bis-O--β-D-arabinofuranosyl>uracil (148312-94-1) → 1-<3',5'-bis-O--2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-arabinofuranosyl>uridine (148312-98-5)

Guidance literature:

With dmap; In dichloromethane; Ambient temperature;

DOI:10.1002/hlca.19930760110

Reference yield:

araU (3083-77-0) → 1-<3',5'-bis-O--2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-arabinofuranosyl>uridine (148312-98-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) AgNO₃, 4 Angstroem molecular sieves, 3-methylpyridine N-oxide / 1.) THF, 3 h, 2.) 5 d

2: 81 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / Ambient temperature

With 3-picoline-N-oxide; dmap; 4 A molecular sieve; silver nitrate; In dichloromethane;

DOI:10.1002/hlca.19930760110

Reference yield:

chlorodimethyl(1,1,2-trimethylpropyl)silane (67373-56-2) → 1-<3',5'-bis-O--2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-arabinofuranosyl>uridine (148312-98-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) AgNO₃, 4 Angstroem molecular sieves, 3-methylpyridine N-oxide / 1.) THF, 3 h, 2.) 5 d

2: 81 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / Ambient temperature

With 3-picoline-N-oxide; dmap; 4 A molecular sieve; silver nitrate; In dichloromethane;

DOI:10.1002/hlca.19930760110

upstream raw materials:

1-methyl-3-[2-(4-nitrophenyl)ethoxycarbonyl]imidazolium chloride

1-<3',5'-bis-O--β-D-arabinofuranosyl>uracil

araU

chlorodimethyl(1,1,2-trimethylpropyl)silane

Downstream raw materials:

1-<5'-O-(dimethoxytrityl)-2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-arabinofuranosyl>uridine

1-<5'-O-(monomethoxytrityl)-2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-arabinofuranosyl>uridine

1-<2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-arabinofuranosyl>uridine