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

Base Information

• Chemical Name: Pent-4-enoic acid ((S)-1-{(S)-1-[(S)-1-(3-ethynyl-phenylcarbamoyl)-ethylcarbamoyl]-3-methyl-butylcarbamoyl}-2-phenyl-ethyl)-amide
• CAS No.: 891194-74-4
• Molecular Formula: C₃₁H₃₈N₄O₄
• Molecular Weight: 530.667
• Mol file: 891194-74-4.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 5 articles about Pent-4-enoic acid ((S)-1-{(S)-1-[(S)-1-(3-ethynyl-phenylcarbamoyl)-ethylcarbamoyl]-3-methyl-butylcarbamoyl}-2-phenyl-ethyl)-amide 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%

N-Boc-L-Phe-L-Leu-L-Ala-3-acetylenephenylamide (891195-01-0) → Pent-4-enoic acid ((S)-1-{(S)-1-[(S)-1-(3-ethynyl-phenylcarbamoyl)-ethylcarbamoyl]-3-methyl-butylcarbamoyl}-2-phenyl-ethyl)-amide (891194-74-4)

Guidance literature:

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

CH₂=CH-(CH₂)2-C(O)-X; With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 15h;

DOI:10.1016/j.tetlet.2006.03.053

Reference yield:

N-Boc-L-Ala-3-acetylenephenylamide (891194-99-3) → Pent-4-enoic acid ((S)-1-{(S)-1-[(S)-1-(3-ethynyl-phenylcarbamoyl)-ethylcarbamoyl]-3-methyl-butylcarbamoyl}-2-phenyl-ethyl)-amide (891194-74-4)

Guidance literature:

Multi-step reaction with 3 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

3.1: CF₃COOH / CH₂Cl₂ / 2 h / 20 °C

3.2: 68 percent / Et₃N; HOBt; EDC / CH₂Cl₂; dimethylformamide / 15 h / 20 °C

With trifluoroacetic acid; In dichloromethane;

DOI:10.1016/j.tetlet.2006.03.053

Reference yield:

N-Boc-L-Leu-L-Ala-3-acetylenephenylamide (891195-00-9) → Pent-4-enoic acid ((S)-1-{(S)-1-[(S)-1-(3-ethynyl-phenylcarbamoyl)-ethylcarbamoyl]-3-methyl-butylcarbamoyl}-2-phenyl-ethyl)-amide (891194-74-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: CF₃COOH / CH₂Cl₂ / 2 h / 20 °C

1.2: 64 percent / Et₃N; HOBt; EDC / CH₂Cl₂ / 15 h / 20 °C

2.1: CF₃COOH / CH₂Cl₂ / 2 h / 20 °C

2.2: 68 percent / Et₃N; HOBt; EDC / CH₂Cl₂; dimethylformamide / 15 h / 20 °C

With trifluoroacetic acid; In dichloromethane;

DOI:10.1016/j.tetlet.2006.03.053

upstream raw materials:

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

N-Boc-L-Ala-3-acetylenephenylamide

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

N-tert-butoxycarbonyl-L-leucine