1,6,14,19-tetraaza-1,19-bis-t-butoxycarbonyl-1,6,14,19-tetra-p-toluenesulfonyl-nonadecane

Base Information

• Chemical Name: 1,6,14,19-tetraaza-1,19-bis-t-butoxycarbonyl-1,6,14,19-tetra-p-toluenesulfonyl-nonadecane
• CAS No.: 143944-95-0
• Molecular Formula: C₅₃H₇₆N₄O₁₂S₄
• Molecular Weight: 1089.47

Synonyms:1,6,14,19-tetraaza-1,19-bis-t-butoxycarbonyl-1,6,14,19-tetra-p-toluenesulfonyl-nonadecane

Chemical Property of 1,6,14,19-tetraaza-1,19-bis-t-butoxycarbonyl-1,6,14,19-tetra-p-toluenesulfonyl-nonadecane

Chemical Property:

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Technology Process of 1,6,14,19-tetraaza-1,19-bis-t-butoxycarbonyl-1,6,14,19-tetra-p-toluenesulfonyl-nonadecane

There total 4 articles about 1,6,14,19-tetraaza-1,19-bis-t-butoxycarbonyl-1,6,14,19-tetra-p-toluenesulfonyl-nonadecane 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: 51.0%

N1,N7-di(p-toluenesulfonyl)-1,7-diaminoheptane (81505-98-8) + N-(tert-butyloxycarbonyl)-N-[(4-methylphenyl)sulfonyl]-4-chlorobutylamine (143944-89-2) → 1,6,14,19-tetraaza-1,19-bis-t-butoxycarbonyl-1,6,14,19-tetra-p-toluenesulfonyl-nonadecane (143944-95-0)

Guidance literature:

With sodium hydride; sodium iodide; In N,N-dimethyl-formamide; at 55 ℃; for 18h;

DOI:10.1016/S0040-4020(01)85630-1

Reference yield:

heptane-1,7-diamine (646-19-5) → 1,6,14,19-tetraaza-1,19-bis-t-butoxycarbonyl-1,6,14,19-tetra-p-toluenesulfonyl-nonadecane (143944-95-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / aq. NaHCO₃ / CH₂Cl₂ / 1 h

2: 51 percent / sodium hydride, sodium iodide / dimethylformamide / 18 h / 55 °C

With sodium hydride; sodium hydrogencarbonate; sodium iodide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)85630-1

Reference yield:

N-[(tert-butoxy)carbonyl]-4-methylbenzenesulfonamide (18303-04-3) → 1,6,14,19-tetraaza-1,19-bis-t-butoxycarbonyl-1,6,14,19-tetra-p-toluenesulfonyl-nonadecane (143944-95-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / DEAD, PPh₃ / tetrahydrofuran / 4 h / Ambient temperature

2: 51 percent / sodium hydride, sodium iodide / dimethylformamide / 18 h / 55 °C

With sodium hydride; triphenylphosphine; sodium iodide; diethylazodicarboxylate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)85630-1

upstream raw materials:

N¹,N⁷-di(p-toluenesulfonyl)-1,7-diaminoheptane

N-(tert-butyloxycarbonyl)-N-[(4-methylphenyl)sulfonyl]-4-chlorobutylamine

heptane-1,7-diamine

N-[(tert-butoxy)carbonyl]-4-methylbenzenesulfonamide

Downstream raw materials:

N¹,N⁵,N¹³,N¹⁷-tetra(p-toluenesulfonyl)-1,17-diamino-5,13-diazaheptadecane

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