N¹,N¹³-bis(tert-butoxycarbonyl)-N⁶-(2-nitrobenzenesulfonyl)-1,13-diamino-6-azatridecane

Base Information

• Chemical Name: N¹,N¹³-bis(tert-butoxycarbonyl)-N⁶-(2-nitrobenzenesulfonyl)-1,13-diamino-6-azatridecane
• CAS No.: 211512-18-4
• Molecular Formula: C₂₈H₄₈N₄O₈S
• Molecular Weight: 600.777

Synonyms:N¹,N¹³-bis(tert-butoxycarbonyl)-N⁶-(2-nitrobenzenesulfonyl)-1,13-diamino-6-azatridecane

Chemical Property of N¹,N¹³-bis(tert-butoxycarbonyl)-N⁶-(2-nitrobenzenesulfonyl)-1,13-diamino-6-azatridecane

Chemical Property:

Purity/Quality:

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Technology Process of N¹,N¹³-bis(tert-butoxycarbonyl)-N⁶-(2-nitrobenzenesulfonyl)-1,13-diamino-6-azatridecane

There total 5 articles about N¹,N¹³-bis(tert-butoxycarbonyl)-N⁶-(2-nitrobenzenesulfonyl)-1,13-diamino-6-azatridecane 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: 70.0%

N-(tert-butyloxycarbonyl)-5-aminopentanol (75178-90-4) + 1-(2-nitrobenzenesulfonyl)amino-7-(tert-butoxycarbonyl)aminoheptane (211512-16-2) → N1,N13-bis(tert-butoxycarbonyl)-N6-(2-nitrobenzenesulfonyl)-1,13-diamino-6-azatridecane (211512-18-4)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1016/S0040-4020(98)00441-4

Reference yield:

heptane-1,7-diamine (646-19-5) → N1,N13-bis(tert-butoxycarbonyl)-N6-(2-nitrobenzenesulfonyl)-1,13-diamino-6-azatridecane (211512-18-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 68 percent / Et₃N / CH₂Cl₂ / 3 h / 0 - 20 °C

2: 93 percent / Et₃N / tetrahydrofuran / 0 - 20 °C

3: 70 percent / diethyl azodicarboxylate; Ph₃P / tetrahydrofuran / 2 h / 20 °C

With triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; 1: Acylation / 2: Acylation / 3: Condensation;

DOI:10.1016/S0040-4020(98)00441-4

Reference yield:

5-hydroxypentylamine (2508-29-4) → N1,N13-bis(tert-butoxycarbonyl)-N6-(2-nitrobenzenesulfonyl)-1,13-diamino-6-azatridecane (211512-18-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / Et₃N / tetrahydrofuran / 0 - 20 °C

2: 70 percent / diethyl azodicarboxylate; Ph₃P / tetrahydrofuran / 2 h / 20 °C

With triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1: Acylation / 2: Condensation;

DOI:10.1016/S0040-4020(98)00441-4

upstream raw materials:

N-(tert-butyloxycarbonyl)-5-aminopentanol

1-(2-nitrobenzenesulfonyl)amino-7-(tert-butoxycarbonyl)aminoheptane

5-hydroxypentylamine

heptane-1,7-diamine

Downstream raw materials:

3,9,17,25-tetrakis(2-nitrobenzenesulfonyl)-3,9,17,25,31,32-hexaazatricyclo[25.3.1^1,27.1^19,23]dotriaconta-1⁽³¹⁾,16⁽³²⁾,17,19,27,29-hexaene

N¹,N⁶,N¹³-tris(2-nitrobenzenesulfonyl)-1,13-diamino-6-azatridecane

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