N⁴-methyl-N⁴-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-O-(terahydro-4-methoxy-2H-pyran-4-yl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)cytidine

Base Information

• Chemical Name: N⁴-methyl-N⁴-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-O-(terahydro-4-methoxy-2H-pyran-4-yl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)cytidine
• CAS No.: 644990-21-6
• Molecular Formula: C₃₇H₅₈N₄O₁₂Si₂
• Molecular Weight: 807.058
• Mol file: 644990-21-6.mol

Synonyms:

Chemical Property of N⁴-methyl-N⁴-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-O-(terahydro-4-methoxy-2H-pyran-4-yl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)cytidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N⁴-methyl-N⁴-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-O-(terahydro-4-methoxy-2H-pyran-4-yl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)cytidine

There total 1 articles about N⁴-methyl-N⁴-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-O-(terahydro-4-methoxy-2H-pyran-4-yl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)cytidine 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: 55.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + N4-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)cytidine → N4-methyl-N4-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-O-(terahydro-4-methoxy-2H-pyran-4-yl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)cytidine (644990-21-6) + N3-methyl-N4-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)cytidine

Guidance literature:

In 1,2-dimethoxyethane; at 0 - 20 ℃;

DOI:10.1002/hlca.200390205

Reference yield: 50.0%

N4-methyl-N4-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-O-(terahydro-4-methoxy-2H-pyran-4-yl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)cytidine (644990-21-6) → N4-methyl-N4-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)cytidine

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1002/hlca.200390205

Reference yield:

N4-methyl-N4-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-O-(terahydro-4-methoxy-2H-pyran-4-yl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)cytidine (644990-21-6) → 5'-O-{{2-{[5-(dimethylamino)naphthalen-1-yl]sulfonyl}ethoxy}carbonyl}-N4-methyl-N4-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)cytidine

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / nBu₄NF / tetrahydrofuran

2: 26 percent / pyridine / acetonitrile / 3 h / 0 °C

With pyridine; tetrabutyl ammonium fluoride; In tetrahydrofuran; acetonitrile;

DOI:10.1002/hlca.200390205

upstream raw materials:

diazomethane