N¹,N¹⁰-bis(tert-butoxycarbonyl)-N⁵-(2-nitrobenzenesulfonyl)-1,10-diamino-5-azadecane

Base Information

• Chemical Name: N¹,N¹⁰-bis(tert-butoxycarbonyl)-N⁵-(2-nitrobenzenesulfonyl)-1,10-diamino-5-azadecane
• CAS No.: 211512-17-3
• Molecular Formula: C₂₅H₄₂N₄O₈S
• Molecular Weight: 558.696
• Mol file: 211512-17-3.mol

Synonyms:N¹,N¹⁰-bis(tert-butoxycarbonyl)-N⁵-(2-nitrobenzenesulfonyl)-1,10-diamino-5-azadecane

Chemical Property of N¹,N¹⁰-bis(tert-butoxycarbonyl)-N⁵-(2-nitrobenzenesulfonyl)-1,10-diamino-5-azadecane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N¹,N¹⁰-bis(tert-butoxycarbonyl)-N⁵-(2-nitrobenzenesulfonyl)-1,10-diamino-5-azadecane

There total 4 articles about N¹,N¹⁰-bis(tert-butoxycarbonyl)-N⁵-(2-nitrobenzenesulfonyl)-1,10-diamino-5-azadecane 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: 93.0%

N-(tert-butyloxycarbonyl)-5-aminopentanol (75178-90-4) + 1-(2-nitrobenzenesulfonyl)amino-4-(tert-butoxycarbonyl)aminobutane (211512-15-1) → N1,N10-bis(tert-butoxycarbonyl)-N5-(2-nitrobenzenesulfonyl)-1,10-diamino-5-azadecane (211512-17-3)

Guidance literature:

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

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

Reference yield:

5-hydroxypentylamine (2508-29-4) → N1,N10-bis(tert-butoxycarbonyl)-N5-(2-nitrobenzenesulfonyl)-1,10-diamino-5-azadecane (211512-17-3)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 93 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

Reference yield:

2-Nitrobenzenesulfonyl chloride (1694-92-4) → N1,N10-bis(tert-butoxycarbonyl)-N5-(2-nitrobenzenesulfonyl)-1,10-diamino-5-azadecane (211512-17-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 73 percent / Et₃N / CH₂Cl₂ / 3 h / 0 - 20 °C

2: 99 percent / Et₃N / tetrahydrofuran / 0 - 20 °C

3: 93 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

upstream raw materials:

N-(tert-butyloxycarbonyl)-5-aminopentanol

1-(2-nitrobenzenesulfonyl)amino-4-(tert-butoxycarbonyl)aminobutane

5-hydroxypentylamine

2-Nitrobenzenesulfonyl chloride

Downstream raw materials:

3,8,14,22-tetrakis(2-nitrobenzenesulfonyl)-3,8,14,22,28,29-hexaazatricyclo[20.3.1^1,24.1^16,20]nonacosa-1⁽²⁸⁾,16⁽²⁹⁾,17,19,24,26-hexaene

N¹,N⁵,N¹⁰-tris(2-nitrobenzenesulfonyl)-1,10-diamino-5-azadecane