{1-[1-(3-bromo-benzylcarbamoyl)-ethylcarbamoyl]-3-methyl-butyl}-carbamic acid tert-butyl ester

Base Information

• Chemical Name: {1-[1-(3-bromo-benzylcarbamoyl)-ethylcarbamoyl]-3-methyl-butyl}-carbamic acid tert-butyl ester
• CAS No.: 862839-03-0
• Molecular Formula: C₂₁H₃₂BrN₃O₄
• Molecular Weight: 470.407

Synonyms:{1-[1-(3-bromo-benzylcarbamoyl)-ethylcarbamoyl]-3-methyl-butyl}-carbamic acid tert-butyl ester

Chemical Property of {1-[1-(3-bromo-benzylcarbamoyl)-ethylcarbamoyl]-3-methyl-butyl}-carbamic acid tert-butyl ester

Chemical Property:

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Technology Process of {1-[1-(3-bromo-benzylcarbamoyl)-ethylcarbamoyl]-3-methyl-butyl}-carbamic acid tert-butyl ester

There total 4 articles about {1-[1-(3-bromo-benzylcarbamoyl)-ethylcarbamoyl]-3-methyl-butyl}-carbamic acid tert-butyl 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: 80.0%

2-amino-N-(3-bromo-benzyl)-propionamide; compound with trifluoro-acetic acid + N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) → {1-[1-(3-bromo-benzylcarbamoyl)-ethylcarbamoyl]-3-methyl-butyl}-carbamic acid tert-butyl ester (862839-03-0)

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane; at 20 ℃; for 15h;

DOI:10.1021/jo051412z

Reference yield:

N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) → {1-[1-(3-bromo-benzylcarbamoyl)-ethylcarbamoyl]-3-methyl-butyl}-carbamic acid tert-butyl ester (862839-03-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: isobutyl chloroformate; Et₃N / CH₂Cl₂ / 0.17 h / 0 °C

1.2: Et₃N / CH₂Cl₂ / 20 °C

2.1: LiOH / H₂O; methanol / 2 h / 20 °C

3.1: isobutyl chloroformate; Et₃N

With lithium hydroxide; triethylamine; isobutyl chloroformate; In methanol; dichloromethane; water;

DOI:10.1016/j.tetlet.2005.05.115

Reference yield:

(N-(tert-butoxycarbonyl)-L-leucinyl)-L-alanine methyl ester (65443-42-7,65519-50-8,129585-28-0,43189-51-1) → {1-[1-(3-bromo-benzylcarbamoyl)-ethylcarbamoyl]-3-methyl-butyl}-carbamic acid tert-butyl ester (862839-03-0)

Guidance literature:

Multi-step reaction with 2 steps

1: LiOH / H₂O; methanol / 2 h / 20 °C

2: isobutyl chloroformate; Et₃N

With lithium hydroxide; triethylamine; isobutyl chloroformate; In methanol; water;

DOI:10.1016/j.tetlet.2005.05.115

upstream raw materials:

(2S)-((2'S)-tert-butoxycarbonylamino-4-methylpentanoylamino)propionic acid

3-bromobenzylamine hydrochloride

N-tert-butoxycarbonyl-L-leucine

(N-(tert-butoxycarbonyl)-L-leucinyl)-L-alanine methyl ester

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