(tert-butoxycarbonyl)-N^G-nitroarginylisoleucyl methyl ester

Base Information

• Chemical Name: (tert-butoxycarbonyl)-N^G-nitroarginylisoleucyl methyl ester
• CAS No.: 102342-09-6
• Molecular Formula: C₁₈H₃₄N₆O₇
• Molecular Weight: 446.504
• Mol file: 102342-09-6.mol

Synonyms:(tert-butoxycarbonyl)-N^G-nitroarginylisoleucyl methyl ester

Chemical Property of (tert-butoxycarbonyl)-N^G-nitroarginylisoleucyl methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (tert-butoxycarbonyl)-N^G-nitroarginylisoleucyl methyl ester

There total 1 articles about (tert-butoxycarbonyl)-N^G-nitroarginylisoleucyl methyl ester 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: 95.0%

Boc-Arg(NO2)-OH (2188-18-3) + methyl L-isoleucinate hydrochloride (18598-74-8) → 1,3-Dicyclohexylurea (2387-23-7) + (tert-butoxycarbonyl)-NG-nitroarginylisoleucyl methyl ester (102342-09-6)

Guidance literature:

With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; 1.) ice bath, 1 h, 2.) 23 deg C, 15 h;

DOI:10.1021/jm00157a018

Reference yield:

(tert-butoxycarbonyl)-NG-nitroarginylisoleucyl methyl ester (102342-09-6) → 1,3-Dicyclohexylurea (2387-23-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 4 N HCl / ethyl acetate

2: 1.) triethylamine (TEA), 2.) N-hydroxybenzotriazole (HOBt), N,N'-dicyclohexylcarbodiimide (DCC) / 1.) DMF, 23 deg C, 0.5 h, 2.) DMF a.) 0 deg C, 2 h, b.) 23 deg C, 15 h

With hydrogenchloride; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In ethyl acetate;

DOI:10.1021/jm00157a018

Reference yield:

(tert-butoxycarbonyl)-NG-nitroarginylisoleucyl methyl ester (102342-09-6) → C35H61N13O7 (102307-14-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 4 N HCl / ethyl acetate

2: 1.) triethylamine (TEA), 2.) N-hydroxybenzotriazole (HOBt), N,N'-dicyclohexylcarbodiimide (DCC) / 1.) DMF, 23 deg C, 0.5 h, 2.) DMF a.) 0 deg C, 2 h, b.) 23 deg C, 15 h

3: 89 percent / 4 N HCl / acetic acid / 0.5 h

4: 1.) triethylamine (TEA), 2.) N-hydroxybenzotriazole (HOBt), N,N'-dicyclohexylcarbodiimide (DCC) / 1.) DMF, 23 deg C, 0.5 h, 2.) DMF a.) 0 deg C, 2 h, b.) 23 deg C, 15 h

5: 86 percent / 4 N HCl, acetic acid anisole, H₂ / 10percent Pd/C / methanol / 12 h / 760 Torr

With hydrogenchloride; anisole, glacial acetic acid; hydrogen; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; acetic acid; ethyl acetate;

DOI:10.1021/jm00157a018

upstream raw materials:

Boc-Arg(NO₂)-OH

methyl L-isoleucinate hydrochloride

Downstream raw materials:

1,3-Dicyclohexylurea

C₃₅H₆₁N₁₃O₇

N-<2-(tert-butoxycarbonyl)hydrazino>carbonyl>phenylalanylleucyl-N^G-nitroarginyl-N^G-nitroarginylisoleucine methyl ester

Refernces