all-cis-3,5-N,N-di-tert-butyloxycarbonyl-1-N-[8-N-(benzyloxycarbonyl)aminooctyl]-1,3,5-triaminocyclohexane

Base Information

• Chemical Name: all-cis-3,5-N,N-di-tert-butyloxycarbonyl-1-N-[8-N-(benzyloxycarbonyl)aminooctyl]-1,3,5-triaminocyclohexane
• CAS No.: 688790-67-2
• Molecular Formula: C₃₂H₅₄N₄O₆
• Molecular Weight: 590.804

Synonyms:all-cis-3,5-N,N-di-tert-butyloxycarbonyl-1-N-[8-N-(benzyloxycarbonyl)aminooctyl]-1,3,5-triaminocyclohexane

Chemical Property of all-cis-3,5-N,N-di-tert-butyloxycarbonyl-1-N-[8-N-(benzyloxycarbonyl)aminooctyl]-1,3,5-triaminocyclohexane

Chemical Property:

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Technology Process of all-cis-3,5-N,N-di-tert-butyloxycarbonyl-1-N-[8-N-(benzyloxycarbonyl)aminooctyl]-1,3,5-triaminocyclohexane

There total 5 articles about all-cis-3,5-N,N-di-tert-butyloxycarbonyl-1-N-[8-N-(benzyloxycarbonyl)aminooctyl]-1,3,5-triaminocyclohexane 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: 36.0%

N-benzyloxycarbonyl-8-bromo-1-octylamine (209179-21-5) + all-cis-1,3-N,N'-(di-tert-butyloxycarbonyl)-1,3,5-triaminocyclohexane (688790-64-9) → all-cis-3,5-N,N-di-tert-butyloxycarbonyl-1-N-[8-N-(benzyloxycarbonyl)aminooctyl]-1,3,5-triaminocyclohexane (688790-67-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; for 192h; pH=8; Heating;

DOI:10.1021/ja039465q

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → all-cis-3,5-N,N-di-tert-butyloxycarbonyl-1-N-[8-N-(benzyloxycarbonyl)aminooctyl]-1,3,5-triaminocyclohexane (688790-67-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 40 percent / triethylamine / methanol / 48 h / 20 °C

2: 36 percent / diisopropylethylamine / acetonitrile / 192 h / pH 8 / Heating

With triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; acetonitrile;

DOI:10.1021/ja039465q

Reference yield:

cis,cis-1,3,5-triaminocyclohexane (26150-46-9) → all-cis-3,5-N,N-di-tert-butyloxycarbonyl-1-N-[8-N-(benzyloxycarbonyl)aminooctyl]-1,3,5-triaminocyclohexane (688790-67-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 40 percent / triethylamine / methanol / 48 h / 20 °C

2: 36 percent / diisopropylethylamine / acetonitrile / 192 h / pH 8 / Heating

With triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; acetonitrile;

DOI:10.1021/ja039465q

upstream raw materials:

N-benzyloxycarbonyl-8-bromo-1-octylamine

all-cis-1,3-N,N'-(di-tert-butyloxycarbonyl)-1,3,5-triaminocyclohexane

di-tert-butyl dicarbonate

cis,cis-1,3,5-triaminocyclohexane

Downstream raw materials:

9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid [8-(cis-3,5-(N,N-di-tert-butyloxycarbonyl)diaminocyclohexylamino)octyl]amide

all-cis-3,5-N,N-di-tert-butyloxycarbonyl-1-N-(8-aminooctyl)-1,3,5-triaminocyclohexane

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