7-{1-[4-(3-azido-5-azidomethylbenzoylamino)benzyl]-1H-pyrazol-4-ylcarbamoyl}heptanoic acid methyl ester

Base Information

• Chemical Name: 7-{1-[4-(3-azido-5-azidomethylbenzoylamino)benzyl]-1H-pyrazol-4-ylcarbamoyl}heptanoic acid methyl ester
• CAS No.: 1310822-87-7
• Molecular Formula: C₂₇H₃₀N₁₀O₄
• Molecular Weight: 558.6
• Mol file: 1310822-87-7.mol

Synonyms:7-{1-[4-(3-azido-5-azidomethylbenzoylamino)benzyl]-1H-pyrazol-4-ylcarbamoyl}heptanoic acid methyl ester

Chemical Property of 7-{1-[4-(3-azido-5-azidomethylbenzoylamino)benzyl]-1H-pyrazol-4-ylcarbamoyl}heptanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-{1-[4-(3-azido-5-azidomethylbenzoylamino)benzyl]-1H-pyrazol-4-ylcarbamoyl}heptanoic acid methyl ester

There total 7 articles about 7-{1-[4-(3-azido-5-azidomethylbenzoylamino)benzyl]-1H-pyrazol-4-ylcarbamoyl}heptanoic acid 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: 61.0%

3-azido-5-(azidomethyl)-benzoic acid (1310822-77-5) + 7-[1-(4-aminobenzyl)-1H-pyrazol-4-ylcarbamoyl]heptanoic acid methyl ester (1310822-84-4) → 7-{1-[4-(3-azido-5-azidomethylbenzoylamino)benzyl]-1H-pyrazol-4-ylcarbamoyl}heptanoic acid methyl ester (1310822-87-7)

Guidance literature:

3-azido-5-(azidomethyl)-benzoic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 ℃; for 1h;

7-[1-(4-aminobenzyl)-1H-pyrazol-4-ylcarbamoyl]heptanoic acid methyl ester; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jm2001025

Reference yield:

3-azido-5-hydroxymethylbenzoic acid methyl ester (1310822-75-3) → 7-{1-[4-(3-azido-5-azidomethylbenzoylamino)benzyl]-1H-pyrazol-4-ylcarbamoyl}heptanoic acid methyl ester (1310822-87-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: dmap; sodium azide; bis(2,4-dichlorodiphenyl) phosphorochloridate / N,N-dimethyl-formamide / 4 h / 20 °C

2.1: water; sodium hydroxide / tetrahydrofuran; methanol / 2 h / Cooling with ice

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 1 h / 0 °C

3.2: 0 - 20 °C

With dmap; sodium azide; water; bis(2,4-dichlorodiphenyl) phosphorochloridate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm2001025

Reference yield:

7-(1H-pyrazol-4-ylcarbamoyl)heptanoic acid methyl ester (1310822-80-0) → 7-{1-[4-(3-azido-5-azidomethylbenzoylamino)benzyl]-1H-pyrazol-4-ylcarbamoyl}heptanoic acid methyl ester (1310822-87-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.17 h / 0 °C

1.2: 0 - 20 °C

2.1: tin(II) chloride dihdyrate / methanol / 2 h / 70 °C

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 1 h / 0 °C

3.2: 0 - 20 °C

With tin(II) chloride dihdyrate; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm2001025

upstream raw materials:

3-azido-5-hydroxymethylbenzoic acid methyl ester

3-azido-5-azidomethylbenzoic acid methyl ester

3-azido-5-(azidomethyl)-benzoic acid

7-[1-(4-aminobenzyl)-1H-pyrazol-4-ylcarbamoyl]heptanoic acid methyl ester

Downstream raw materials:

octanedioic acid {1-[4-(3-azido-5-azidomethylbenzoylamino)benzyl]-1H-pyrazol-4-yl}amide hydroxyamide