Z-(Aib)3-NHtBu

Base Information

• Chemical Name: Z-(Aib)3-NHtBu
• CAS No.: 875577-33-6
• Molecular Formula: C₂₄H₃₈N₄O₅
• Molecular Weight: 462.59
• Mol file: 875577-33-6.mol

Synonyms:Z-(Aib)3-NHtBu

Chemical Property of Z-(Aib)3-NHtBu

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Z-(Aib)3-NHtBu

There total 4 articles about Z-(Aib)3-NHtBu 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: 67.0%

2-(2-amino-2-methyl-propionylamino)-N-tert-butyl-2-methyl-propionamide + Z-Aib-OH (15030-72-5) → Z-(Aib)3-NHtBu (875577-33-6)

Guidance literature:

With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 14h;

DOI:10.1021/ja0560581

Reference yield:

H-Aib-NHtBu → Z-(Aib)3-NHtBu (875577-33-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxy-7-aza-1,2,3-benzotriazole; N,N-diisopropylethylamine / CH₂Cl₂ / 12 h / 20 °C

2: methanol / catalytic hydrogenation

3: 67 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxy-7-aza-1,2,3-benzotriazole; N,N-diisopropylethylamine / CH₂Cl₂ / 14 h / 20 °C

With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;

DOI:10.1021/ja0560581

Reference yield:

benzyl (1-(tert-butylamino)-2-methyl-1-oxopropan-2-yl)carbamate (875577-22-3) → Z-(Aib)3-NHtBu (875577-33-6)

Guidance literature:

Multi-step reaction with 4 steps

1: methanol / catalytic hydrogenation

2: 70 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxy-7-aza-1,2,3-benzotriazole; N,N-diisopropylethylamine / CH₂Cl₂ / 12 h / 20 °C

3: methanol / catalytic hydrogenation

4: 67 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxy-7-aza-1,2,3-benzotriazole; N,N-diisopropylethylamine / CH₂Cl₂ / 14 h / 20 °C

With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;

DOI:10.1021/ja0560581

upstream raw materials:

Z-Aib-OH

benzyl (1-(tert-butylamino)-2-methyl-1-oxopropan-2-yl)carbamate

[1-(1-tert-butylcarbamoyl-1-methyl-ethylcarbamoyl)-1-methyl-ethyl]-carbamic acid benzyl ester

Downstream raw materials:

Z-(Aib)4-NHtBu

N-{1-[1-(1-tert-butylcarbamoyl-1-methyl-ethylcarbamoyl)-1-methyl-ethylcarbamoyl]-1-methyl-ethyl}-2-methyl-2-(3-tritylsulfanyl-propionylamino)-propionamide

N-[1-(1-tert-butylcarbamoyl-1-methyl-ethylcarbamoyl)-1-methyl-ethyl]-2-methyl-2-(3-tritylsulfanyl-propionylamino)-propionamide