N₁,N₄-bis(tert-butoxycarbonyl)-N₂,N₃-bis[2-(4-nitrophenyl)ethoxycarbonyl]spermine

Base Information

• Chemical Name: N₁,N₄-bis(tert-butoxycarbonyl)-N₂,N₃-bis[2-(4-nitrophenyl)ethoxycarbonyl]spermine
• CAS No.: 1292221-09-0
• Molecular Formula: C₃₈H₅₆N₆O₁₂
• Molecular Weight: 788.896

Synonyms:N₁,N₄-bis(tert-butoxycarbonyl)-N₂,N₃-bis[2-(4-nitrophenyl)ethoxycarbonyl]spermine

Chemical Property of N₁,N₄-bis(tert-butoxycarbonyl)-N₂,N₃-bis[2-(4-nitrophenyl)ethoxycarbonyl]spermine

Chemical Property:

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Technology Process of N₁,N₄-bis(tert-butoxycarbonyl)-N₂,N₃-bis[2-(4-nitrophenyl)ethoxycarbonyl]spermine

There total 5 articles about N₁,N₄-bis(tert-butoxycarbonyl)-N₂,N₃-bis[2-(4-nitrophenyl)ethoxycarbonyl]spermine 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: 97.0%

4-nitrophenethyl 4-nitrophenyl carbonate (1292221-08-9) + di-tert-butyl ((butane-1,4-diylbis(azanediyl))bis(propane-3,1-diyl))dicarbamate (140652-55-7) → N1,N4-bis(tert-butoxycarbonyl)-N2,N3-bis[2-(4-nitrophenyl)ethoxycarbonyl]spermine (1292221-09-0)

Guidance literature:

With dmap; In dichloromethane; at 20 ℃;

DOI:10.1016/j.bmc.2011.01.061

Reference yield:

Spermine (71-44-3) → N1,N4-bis(tert-butoxycarbonyl)-N2,N3-bis[2-(4-nitrophenyl)ethoxycarbonyl]spermine (1292221-09-0)

Guidance literature:

Multi-step reaction with 5 steps

1: dmap / dichloromethane / 7 h / 0 - 20 °C

2: dmap / dichloromethane / 20 °C

3: methanol / 1 h / 4 °C

4: water; sodium hydroxide / methanol

5: dmap / dichloromethane / 20 °C

With methanol; dmap; water; sodium hydroxide; In methanol; dichloromethane;

DOI:10.1016/j.bmc.2011.01.061

Reference yield:

N1,N2,N3,N4-tetra(trifluoroacetyl)spermine → N1,N4-bis(tert-butoxycarbonyl)-N2,N3-bis[2-(4-nitrophenyl)ethoxycarbonyl]spermine (1292221-09-0)

Guidance literature:

Multi-step reaction with 4 steps

1: dmap / dichloromethane / 20 °C

2: methanol / 1 h / 4 °C

3: water; sodium hydroxide / methanol

4: dmap / dichloromethane / 20 °C

With methanol; dmap; water; sodium hydroxide; In methanol; dichloromethane;

DOI:10.1016/j.bmc.2011.01.061

upstream raw materials:

4-nitrophenethyl 4-nitrophenyl carbonate

di-tert-butyl ((butane-1,4-diylbis(azanediyl))bis(propane-3,1-diyl))dicarbamate

Spermine

2-(4-nitrophenyl)ethanol

Downstream raw materials:

N₁-(4-monomethoxytrityl)-N₂,N₃-bis[2-(4-nitrophenyl)ethoxycarbonyl]spermine

N₁-(9-fluorenylmethoxycarbonylthiourea)-N₂,N₃-bis[2-(4-nitrophenyl)ethoxycarbonyl]-N₄-(4-monomethoxytrityl)spermine

N₁,N₄-bis(4-monomethoxytrityl)-N₂,N₃-bis[2-(4-nitrophenyl)ethoxycarbonyl]spermine

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