N-Boc-L-Ala-3-acetylenephenylamide

Base Information

• Chemical Name: N-Boc-L-Ala-3-acetylenephenylamide
• CAS No.: 891194-99-3
• Molecular Formula: C₁₆H₂₀N₂O₃
• Molecular Weight: 288.346
• Mol file: 891194-99-3.mol

Synonyms:N-Boc-L-Ala-3-acetylenephenylamide

Chemical Property of N-Boc-L-Ala-3-acetylenephenylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-Boc-L-Ala-3-acetylenephenylamide

There total 1 articles about N-Boc-L-Ala-3-acetylenephenylamide 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: 68.0%

L-N-Boc-Ala (15761-38-3) + 3-acetylenephenylamine (54060-30-9) → N-Boc-L-Ala-3-acetylenephenylamide (891194-99-3)

Guidance literature:

With triethylamine; isobutyl chloroformate; In dichloromethane; at 20 ℃; for 15h;

DOI:10.1016/j.tetlet.2006.03.053

Reference yield: 74.0%

N-Boc-L-Ala-3-acetylenephenylamide (891194-99-3) + N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) → N-Boc-L-Leu-L-Ala-3-acetylenephenylamide (891195-00-9)

Guidance literature:

N-Boc-L-Ala-3-acetylenephenylamide; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

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

DOI:10.1016/j.tetlet.2006.03.053

Reference yield:

N-Boc-L-Ala-3-acetylenephenylamide (891194-99-3) → N-Boc-L-Phe-L-Leu-L-Ala-3-acetylenephenylamide (891195-01-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: CF₃COOH / CH₂Cl₂ / 2 h / 20 °C

1.2: 74 percent / Et₃N; HOBt; EDC / CH₂Cl₂ / 15 h / 20 °C

2.1: CF₃COOH / CH₂Cl₂ / 2 h / 20 °C

2.2: 64 percent / Et₃N; HOBt; EDC / CH₂Cl₂ / 15 h / 20 °C

With trifluoroacetic acid; In dichloromethane;

DOI:10.1016/j.tetlet.2006.03.053

upstream raw materials:

L-N-Boc-Ala

3-acetylenephenylamine

Downstream raw materials:

N-Boc-L-Leu-L-Ala-3-acetylenephenylamide

N-Boc-L-Phe-L-Leu-L-Ala-3-acetylenephenylamide

Pent-4-enoic acid ((S)-1-{(S)-1-[(S)-1-(3-ethynyl-phenylcarbamoyl)-ethylcarbamoyl]-3-methyl-butylcarbamoyl}-2-phenyl-ethyl)-amide