Carbonic acid (2R,3S,4R,5R)-4-azido-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-{4-[2-(4-nitro-phenyl)-ethoxycarbonylamino]-2-oxo-2H-pyrimidin-1-yl}-tetrahydro-furan-3-yl ester 2-(4-nitro-phenyl)-ethyl ester

Base Information

• Chemical Name: Carbonic acid (2R,3S,4R,5R)-4-azido-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-{4-[2-(4-nitro-phenyl)-ethoxycarbonylamino]-2-oxo-2H-pyrimidin-1-yl}-tetrahydro-furan-3-yl ester 2-(4-nitro-phenyl)-ethyl ester
• CAS No.: 213487-25-3
• Molecular Formula: C₄₈H₄₄N₈O₁₄
• Molecular Weight: 956.923

Synonyms:Carbonic acid (2R,3S,4R,5R)-4-azido-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-{4-[2-(4-nitro-phenyl)-ethoxycarbonylamino]-2-oxo-2H-pyrimidin-1-yl}-tetrahydro-furan-3-yl ester 2-(4-nitro-phenyl)-ethyl ester

Chemical Property of Carbonic acid (2R,3S,4R,5R)-4-azido-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-{4-[2-(4-nitro-phenyl)-ethoxycarbonylamino]-2-oxo-2H-pyrimidin-1-yl}-tetrahydro-furan-3-yl ester 2-(4-nitro-phenyl)-ethyl ester

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Technology Process of Carbonic acid (2R,3S,4R,5R)-4-azido-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-{4-[2-(4-nitro-phenyl)-ethoxycarbonylamino]-2-oxo-2H-pyrimidin-1-yl}-tetrahydro-furan-3-yl ester 2-(4-nitro-phenyl)-ethyl ester

There total 4 articles about Carbonic acid (2R,3S,4R,5R)-4-azido-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-{4-[2-(4-nitro-phenyl)-ethoxycarbonylamino]-2-oxo-2H-pyrimidin-1-yl}-tetrahydro-furan-3-yl ester 2-(4-nitro-phenyl)-ethyl ester 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: 86.0%

1-methyl-3-[2-(4-nitrophenyl)ethoxycarbonyl]imidazolium chloride (88091-70-7) + 2'-azido-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine (213487-23-1) → Carbonic acid (2R,3S,4R,5R)-4-azido-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-{4-[2-(4-nitro-phenyl)-ethoxycarbonylamino]-2-oxo-2H-pyrimidin-1-yl}-tetrahydro-furan-3-yl ester 2-(4-nitro-phenyl)-ethyl ester (213487-25-3)

Guidance literature:

With dmap; molecular sieve; In dichloromethane; for 72h; Ambient temperature;

DOI:10.1002/hlca.19980810556

Reference yield:

2,2'-O-anhydro-1-<5'-O-(4,4'-dimethoxytrityl)-β-D-arabinofuranosyl>uracil (173170-12-2) → Carbonic acid (2R,3S,4R,5R)-4-azido-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-{4-[2-(4-nitro-phenyl)-ethoxycarbonylamino]-2-oxo-2H-pyrimidin-1-yl}-tetrahydro-furan-3-yl ester 2-(4-nitro-phenyl)-ethyl ester (213487-25-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 66 percent / LiN₃ / dimethylformamide / 16 h / 120 °C

2: 91 percent / pyridine / 15 h / Ambient temperature

3: 1.) 2,5-dichlorophenyl phosphorodichloridate, 1H-1,2,4-triazole, pyridine, 2.) 25percent NH₃ / 1.) 16 h, 2.) dioxane, RT

4: 86 percent / DMAP, molecular sieve / CH₂Cl₂ / 72 h / Ambient temperature

With pyridine; 1,2,4-Triazole; dmap; ammonium hydroxide; molecular sieve; lithium azide; 2,5-dichlorophenyl phosphorodichloridate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/hlca.19980810556

Reference yield:

2'-azido-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine (177980-10-8) → Carbonic acid (2R,3S,4R,5R)-4-azido-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-{4-[2-(4-nitro-phenyl)-ethoxycarbonylamino]-2-oxo-2H-pyrimidin-1-yl}-tetrahydro-furan-3-yl ester 2-(4-nitro-phenyl)-ethyl ester (213487-25-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / pyridine / 15 h / Ambient temperature

2: 1.) 2,5-dichlorophenyl phosphorodichloridate, 1H-1,2,4-triazole, pyridine, 2.) 25percent NH₃ / 1.) 16 h, 2.) dioxane, RT

3: 86 percent / DMAP, molecular sieve / CH₂Cl₂ / 72 h / Ambient temperature

With pyridine; 1,2,4-Triazole; dmap; ammonium hydroxide; molecular sieve; 2,5-dichlorophenyl phosphorodichloridate; In dichloromethane;

DOI:10.1002/hlca.19980810556

upstream raw materials:

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

2'-azido-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine

2,2'-O-anhydro-1-<5'-O-(4,4'-dimethoxytrityl)-β-D-arabinofuranosyl>uracil

2'-azido-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine

Downstream raw materials:

(1-{(2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-[2-(4-nitro-phenyl)-ethoxycarbonylamino]-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-4-yl)-carbamic acid 2-(4-nitro-phenyl)-ethyl ester

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