2-(3-(benzyloxycarbonylamino)propyloxy)-4-(tert-butoxycarbonylamino)-N-isobutylbenzamide

Base Information

• Chemical Name: 2-(3-(benzyloxycarbonylamino)propyloxy)-4-(tert-butoxycarbonylamino)-N-isobutylbenzamide
• CAS No.: 1374393-24-4
• Molecular Formula: C₂₇H₃₇N₃O₆
• Molecular Weight: 499.607
• Mol file: 1374393-24-4.mol

Synonyms:2-(3-(benzyloxycarbonylamino)propyloxy)-4-(tert-butoxycarbonylamino)-N-isobutylbenzamide

Chemical Property of 2-(3-(benzyloxycarbonylamino)propyloxy)-4-(tert-butoxycarbonylamino)-N-isobutylbenzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(3-(benzyloxycarbonylamino)propyloxy)-4-(tert-butoxycarbonylamino)-N-isobutylbenzamide

There total 6 articles about 2-(3-(benzyloxycarbonylamino)propyloxy)-4-(tert-butoxycarbonylamino)-N-isobutylbenzamide 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: 87.0%

2-(3-(benzyloxycarbonylamino)propyloxy)-4-(tert-butoxycarbonylamino)benzoic acid (1374393-23-3) + isobutylamine (78-81-9) → 2-(3-(benzyloxycarbonylamino)propyloxy)-4-(tert-butoxycarbonylamino)-N-isobutylbenzamide (1374393-24-4)

Guidance literature:

With dmap; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1002/chem.201100502

Reference yield:

2,2,2-trichloroethyl-2-(3-(benzyloxycarbonylamino)propyloxy)-4-(tert-butoxycarbonylamino)benzoate (1374393-22-2) → 2-(3-(benzyloxycarbonylamino)propyloxy)-4-(tert-butoxycarbonylamino)-N-isobutylbenzamide (1374393-24-4)

Guidance literature:

Multi-step reaction with 2 steps

1: water; acetic acid; zinc / 5 h / 20 °C

2: dmap; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 12 h / 20 °C

With dmap; water; acetic acid; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; zinc; In dichloromethane;

DOI:10.1002/chem.201100502

Reference yield:

4-Aminosalicylic acid (65-49-6) → 2-(3-(benzyloxycarbonylamino)propyloxy)-4-(tert-butoxycarbonylamino)-N-isobutylbenzamide (1374393-24-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: triethylamine / tetrahydrofuran; methanol / 72 h / 50 °C

2.1: 1-hydroxybenzotriazol-hydrate; dicyclohexyl-carbodiimide / N,N-dimethyl-formamide / 1.5 h / 0 °C

2.2: 20 °C

3.1: potassium carbonate / N,N-dimethyl-formamide / 72 h / 20 °C

4.1: water; acetic acid; zinc / 5 h / 20 °C

5.1: dmap; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 12 h / 20 °C

With dmap; water; potassium carbonate; acetic acid; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; dicyclohexyl-carbodiimide; zinc; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/chem.201100502

upstream raw materials:

4-[(tert-butoxycarbonyl)amino]-2-hydroxybenzoic acid

2,2,2-trichloroethyl-4-(tert-butoxycarbonylamino)-2-hydroxybenzoate

2,2,2-trichloroethyl-2-(3-(benzyloxycarbonylamino)propyloxy)-4-(tert-butoxycarbonylamino)benzoate

2-(3-(benzyloxycarbonylamino)propyloxy)-4-(tert-butoxycarbonylamino)benzoic acid

Downstream raw materials:

C₁₉H₃₁N₃O₄

C₅₆H₅₉N₉O₇

C₅₁H₅₁N₉O₅