N-{1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-(2-nitro-benzyloxymethoxy)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-acetamide

Base Information

• Chemical Name: N-{1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-(2-nitro-benzyloxymethoxy)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-acetamide
• CAS No.: 231957-28-1
• Molecular Formula: C₄₀H₄₀N₄O₁₁
• Molecular Weight: 752.778
• Mol file: 231957-28-1.mol

Synonyms:

Chemical Property of N-{1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-(2-nitro-benzyloxymethoxy)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-{1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-(2-nitro-benzyloxymethoxy)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-acetamide

There total 1 articles about N-{1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-(2-nitro-benzyloxymethoxy)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-acetamide 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:

N4-acetyl-5'-O-(4,4'-dimethoxytrityl)cytidine (121058-82-0) + <(2-Nitrobenzyl)oxy>methyl chloride (149622-93-5) → N-{1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-(2-nitro-benzyloxymethoxy)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-acetamide (231957-28-1)

Guidance literature:

With dibutyltin chloride; N-ethyl-N,N-diisopropylamine; Yield given; Multistep reaction; 1.) (ClCH₂)2, 25 deg C, 60 min, 2.) 70 deg C, 30 min;

DOI:10.1055/s-1999-3098

Reference yield:

N-{1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-(2-nitro-benzyloxymethoxy)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-acetamide (231957-28-1) → 4-Amino-1-[(2R,3R,4R,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-(2-nitro-benzyloxymethoxy)-tetrahydro-furan-2-yl]-1H-pyrimidin-2-one (149622-84-4)

Guidance literature:

With methylamine; In ethanol; at 25 ℃; for 0.5h; Yield given;

DOI:10.1055/s-1999-3098

Reference yield:

N-{1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-(2-nitro-benzyloxymethoxy)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-acetamide (231957-28-1) → {1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-(2-nitro-benzyloxymethoxy)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-carbamic acid 2-nitro-benzyl ester (1053267-56-3)

Guidance literature:

Multi-step reaction with 2 steps

1: MeNH₂ / ethanol / 0.5 h / 25 °C

2: 85 percent / Na₂CO₃, H₂O / 1,2-dichloro-ethane / 1 h / 25 °C

With water; sodium carbonate; methylamine; In ethanol; 1,2-dichloro-ethane;

DOI:10.1055/s-1999-3098

upstream raw materials:

N⁴-acetyl-5'-O-(4,4'-dimethoxytrityl)cytidine

<(2-Nitrobenzyl)oxy>methyl chloride

Downstream raw materials:

4-Amino-1-[(2R,3R,4R,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-(2-nitro-benzyloxymethoxy)-tetrahydro-furan-2-yl]-1H-pyrimidin-2-one

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