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

Base Information

• Chemical Name: N⁽¹⁾-(p-aminobenzoyl)-N⁽⁴⁾,N⁽⁸⁾-di-(tert-butyloxycarbonyl)-1,8-diamino-4-azaoctane
• CAS No.: 1297523-29-5
• Molecular Formula: C₂₄H₄₀N₄O₅
• Molecular Weight: 464.605

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

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

Chemical Property:

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

There total 9 articles about N⁽¹⁾-(p-aminobenzoyl)-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: 87.0%

N(1)-(p-nitrobenzoyl)-N(4),N(8)-di-(tert-butyloxycarbonyl)-1,8-diamino-4-azaoctane (1297523-26-2) → N(1)-(p-aminobenzoyl)-N(4),N(8)-di-(tert-butyloxycarbonyl)-1,8-diamino-4-azaoctane (1297523-29-5)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol; at 20 ℃; for 8h;

DOI:10.1039/c0jm04064a

Reference yield:

1-amino-4-[(tert-butyloxycarbonyl)amino]butane (68076-36-8) → N(1)-(p-aminobenzoyl)-N(4),N(8)-di-(tert-butyloxycarbonyl)-1,8-diamino-4-azaoctane (1297523-29-5)

Guidance literature:

Multi-step reaction with 7 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

7: palladium on activated charcoal; hydrogen / methanol / 8 h / 20 °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-aminobenzoyl)-N(4),N(8)-di-(tert-butyloxycarbonyl)-1,8-diamino-4-azaoctane (1297523-29-5)

Guidance literature:

Multi-step reaction with 5 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

5: palladium on activated charcoal; hydrogen / methanol / 8 h / 20 °C

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

DOI:10.1039/c0jm04064a

upstream raw materials:

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

di-tert-butyl dicarbonate

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

N₁,N₅-di-boc-spermidine

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