N⁽¹⁾-(p-nitrobenzoyl)-N⁽⁴⁾,N⁽⁸⁾-di-(tert-butyloxycarbonyl)-1,8-diamino-4-azaoctane

Base Information

• Chemical Name: N⁽¹⁾-(p-nitrobenzoyl)-N⁽⁴⁾,N⁽⁸⁾-di-(tert-butyloxycarbonyl)-1,8-diamino-4-azaoctane
• CAS No.: 1297523-26-2
• Molecular Formula: C₂₄H₃₈N₄O₇
• Molecular Weight: 494.588

Synonyms:N⁽¹⁾-(p-nitrobenzoyl)-N⁽⁴⁾,N⁽⁸⁾-di-(tert-butyloxycarbonyl)-1,8-diamino-4-azaoctane

Chemical Property of N⁽¹⁾-(p-nitrobenzoyl)-N⁽⁴⁾,N⁽⁸⁾-di-(tert-butyloxycarbonyl)-1,8-diamino-4-azaoctane

Chemical Property:

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MSDS Files:

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Technology Process of N⁽¹⁾-(p-nitrobenzoyl)-N⁽⁴⁾,N⁽⁸⁾-di-(tert-butyloxycarbonyl)-1,8-diamino-4-azaoctane

There total 7 articles about N⁽¹⁾-(p-nitrobenzoyl)-N⁽⁴⁾,N⁽⁸⁾-di-(tert-butyloxycarbonyl)-1,8-diamino-4-azaoctane 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:

1-amino-4-[(tert-butyloxycarbonyl)amino]butane (68076-36-8) → N(1)-(p-nitrobenzoyl)-N(4),N(8)-di-(tert-butyloxycarbonyl)-1,8-diamino-4-azaoctane (1297523-26-2)

Guidance literature:

Multi-step reaction with 6 steps

1: magnesium sulfate; triethylamine / methanol / 20 °C

2: sodium tetrahydroborate / methanol / 3 h / 0 - 20 °C

3: sodium carbonate / chloroform; acetonitrile / 72 h / 75 °C

4: palladium on activated charcoal; hydrogen; acetic acid / methanol / 24 h / 20 °C

5: hydrazine hydrate / ethanol; toluene / 10 h / 70 °C

6: triethylamine / toluene / 8 h / 60 °C

With sodium tetrahydroborate; palladium on activated charcoal; hydrogen; sodium carbonate; magnesium sulfate; hydrazine hydrate; acetic acid; triethylamine; In methanol; ethanol; chloroform; toluene; acetonitrile;

DOI:10.1039/c0jm04064a

Reference yield:

N(1)-benzyl-N(4)-(tert-butyloxycarbonyl)-1,4-diaminobutane (90914-09-3) → N(1)-(p-nitrobenzoyl)-N(4),N(8)-di-(tert-butyloxycarbonyl)-1,8-diamino-4-azaoctane (1297523-26-2)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium carbonate / chloroform; acetonitrile / 72 h / 75 °C

2: palladium on activated charcoal; hydrogen; acetic acid / methanol / 24 h / 20 °C

3: hydrazine hydrate / ethanol; toluene / 10 h / 70 °C

4: triethylamine / toluene / 8 h / 60 °C

With palladium on activated charcoal; hydrogen; sodium carbonate; hydrazine hydrate; acetic acid; triethylamine; In methanol; ethanol; chloroform; toluene; acetonitrile;

DOI:10.1039/c0jm04064a

Reference yield:

tert-butyl 4-((3-(1,3-dioxoisoindolin-2-yl)propyl)(tert-butoxycarbonyl)amino)butylcarbamate (95686-94-5) → N(1)-(p-nitrobenzoyl)-N(4),N(8)-di-(tert-butyloxycarbonyl)-1,8-diamino-4-azaoctane (1297523-26-2)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrazine hydrate / ethanol; toluene / 10 h / 70 °C

2: triethylamine / toluene / 8 h / 60 °C

With hydrazine hydrate; triethylamine; In ethanol; toluene;

DOI:10.1039/c0jm04064a

upstream raw materials:

di-tert-butyl dicarbonate

1-amino-4-[(tert-butyloxycarbonyl)amino]butane

N⁽¹⁾-benzyl-N⁽⁴⁾-(tert-butyloxycarbonyl)-1,4-diaminobutane

tert-butyl 4-((3-(1,3-dioxoisoindolin-2-yl)propyl)(tert-butoxycarbonyl)amino)butylcarbamate

Downstream raw materials:

N⁽¹⁾-(p-aminobenzoyl)-N⁽⁴⁾,N⁽⁸⁾-di-(tert-butyloxycarbonyl)-1,8-diamino-4-azaoctane

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