N¹-benzyloxycarbonyl-N⁸-(N^α-t-butoxycarbonyl-N^g-tosyl-D-arginyl)-1,8-octanediamine

Base Information

• Chemical Name: N¹-benzyloxycarbonyl-N⁸-(N^α-t-butoxycarbonyl-N^g-tosyl-D-arginyl)-1,8-octanediamine
• CAS No.: 205874-91-5
• Molecular Formula: C₃₄H₅₂N₆O₇S
• Molecular Weight: 688.889
• Mol file: 205874-91-5.mol

Synonyms:N¹-benzyloxycarbonyl-N⁸-(N^α-t-butoxycarbonyl-N^g-tosyl-D-arginyl)-1,8-octanediamine

Chemical Property of N¹-benzyloxycarbonyl-N⁸-(N^α-t-butoxycarbonyl-N^g-tosyl-D-arginyl)-1,8-octanediamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N¹-benzyloxycarbonyl-N⁸-(N^α-t-butoxycarbonyl-N^g-tosyl-D-arginyl)-1,8-octanediamine

There total 2 articles about N¹-benzyloxycarbonyl-N⁸-(N^α-t-butoxycarbonyl-N^g-tosyl-D-arginyl)-1,8-octanediamine 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: 85.9%

Nα-tert-butyloxycarbonyl-Nω-toluenesulfonyl-D-arginine (61315-61-5) + N1-benzyloxycarbonyl-1,8-octanediamine hydrochloride → N1-benzyloxycarbonyl-N8-(Nα-t-butoxycarbonyl-Ng-tosyl-D-arginyl)-1,8-octanediamine (205874-91-5)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1246/bcsj.71.699

Reference yield:

1,8-diaminooctan (373-44-4) → N1-benzyloxycarbonyl-N8-(Nα-t-butoxycarbonyl-Ng-tosyl-D-arginyl)-1,8-octanediamine (205874-91-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 58.9 percent / triethylamine / diethyl ether / 0 °C

2: 85.9 percent / 1-hydroxybenzotriazole; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; N,N-diisopropylethylamine / dimethylformamide / 0 - 20 °C

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; In diethyl ether; N,N-dimethyl-formamide; 1: Acylation / 2: Acylation;

DOI:10.1246/bcsj.71.699

Reference yield: 88.0%

N1-benzyloxycarbonyl-N8-(Nα-t-butoxycarbonyl-Ng-tosyl-D-arginyl)-1,8-octanediamine (205874-91-5) → N1-benzyloxycarbonyl-N8-(Ng-tosyl-D-arginyl)-1,8-octanediamine (205874-92-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃;

DOI:10.1246/bcsj.71.699

upstream raw materials:

N^α-tert-butyloxycarbonyl-N^ω-toluenesulfonyl-D-arginine

1,8-diaminooctan

Downstream raw materials:

N¹-benzyloxycarbonyl-N⁸-(N^g-tosyl-D-arginyl)-1,8-octanediamine

N¹-benzyloxycarbonyl-N⁸-(N^α-t-butoxycarbonyl-N^g-tosylarginyl-N^g-tosyl-D-arginyl)-1,8-octanediamine

Refernces