N⁴-<2-(4-nitrophenyl)ethoxycarbonyl>-1-<2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-arabinofuranosyl>cytosine

Base Information

• Chemical Name: N⁴-<2-(4-nitrophenyl)ethoxycarbonyl>-1-<2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-arabinofuranosyl>cytosine
• CAS No.: 148313-03-5
• Molecular Formula: C₂₇H₂₇N₅O₁₃
• Molecular Weight: 629.537

Synonyms:N⁴-<2-(4-nitrophenyl)ethoxycarbonyl>-1-<2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-arabinofuranosyl>cytosine

Chemical Property of N⁴-<2-(4-nitrophenyl)ethoxycarbonyl>-1-<2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-arabinofuranosyl>cytosine

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of N⁴-<2-(4-nitrophenyl)ethoxycarbonyl>-1-<2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-arabinofuranosyl>cytosine

There total 4 articles about N⁴-<2-(4-nitrophenyl)ethoxycarbonyl>-1-<2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-arabinofuranosyl>cytosine 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: 72.0%

1-<3',5'-bis-O--2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-arabinofuranosyl>-N4-<2-(4-nitrophenyl)ethoxycarbonyl>cytosine (148312-99-6) → N4-<2-(4-nitrophenyl)ethoxycarbonyl>-1-<2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-arabinofuranosyl>cytosine (148313-03-5)

Guidance literature:

With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; for 6h; Ambient temperature;

DOI:10.1002/hlca.19930760110

Reference yield:

1-methyl-3-[2-(4-nitrophenyl)ethoxycarbonyl]imidazolium chloride (88091-70-7) → N4-<2-(4-nitrophenyl)ethoxycarbonyl>-1-<2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-arabinofuranosyl>cytosine (148313-03-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 40 h / Ambient temperature

2: 72 percent / AcOH, (Bu₄N)F*3H₂O / tetrahydrofuran / 6 h / Ambient temperature

With dmap; tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1002/hlca.19930760110

Reference yield:

1-<3',5'-bis-O--β-D-arabinofuranosyl>cytosine (148312-96-3) → N4-<2-(4-nitrophenyl)ethoxycarbonyl>-1-<2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-arabinofuranosyl>cytosine (148313-03-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 40 h / Ambient temperature

2: 72 percent / AcOH, (Bu₄N)F*3H₂O / tetrahydrofuran / 6 h / Ambient temperature

With dmap; tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1002/hlca.19930760110

upstream raw materials:

1-<3',5'-bis-O--2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-arabinofuranosyl>-N⁴-<2-(4-nitrophenyl)ethoxycarbonyl>cytosine

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

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

arabinosyl cytosine

Downstream raw materials:

1-<5'-O-(monomethoxytrityl)-2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-arabinofuranosyl>-N⁴-<2-(4-nitrophenyl)ethoxycarbonyl>cytosine

1-<5'-O-(dimethoxytrityl)-2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-arabinofuranosyl>-N⁴-<2-(4-nitrophenyl)ethoxycarbonyl>cytosine

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