thioacetic acid S-{2-tert-butoxycarbonylamino-1-[3-methyl-1-(1-methylcarbamoyl-2-phenyl-ethylcarbamoyl)-butylcarbamoyl]-ethyl} ester

Base Information

• Chemical Name: thioacetic acid S-{2-tert-butoxycarbonylamino-1-[3-methyl-1-(1-methylcarbamoyl-2-phenyl-ethylcarbamoyl)-butylcarbamoyl]-ethyl} ester
• CAS No.: 458531-80-1
• Molecular Formula: C₂₆H₄₀N₄O₆S
• Molecular Weight: 536.693

Synonyms:thioacetic acid S-{2-tert-butoxycarbonylamino-1-[3-methyl-1-(1-methylcarbamoyl-2-phenyl-ethylcarbamoyl)-butylcarbamoyl]-ethyl} ester

Chemical Property of thioacetic acid S-{2-tert-butoxycarbonylamino-1-[3-methyl-1-(1-methylcarbamoyl-2-phenyl-ethylcarbamoyl)-butylcarbamoyl]-ethyl} ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of thioacetic acid S-{2-tert-butoxycarbonylamino-1-[3-methyl-1-(1-methylcarbamoyl-2-phenyl-ethylcarbamoyl)-butylcarbamoyl]-ethyl} ester

There total 4 articles about thioacetic acid S-{2-tert-butoxycarbonylamino-1-[3-methyl-1-(1-methylcarbamoyl-2-phenyl-ethylcarbamoyl)-butylcarbamoyl]-ethyl} 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:

3-tert-butyloxycarbonylamino-2(RS)-hydroxypropionic acid (218916-64-4) → thioacetic acid S-{2-tert-butoxycarbonylamino-1-[3-methyl-1-(1-methylcarbamoyl-2-phenyl-ethylcarbamoyl)-butylcarbamoyl]-ethyl} ester (458531-80-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / EDC; Et₃N; HOBt / dimethylformamide / 21 h / -3 - 0 °C

2: pyridine / CH₂Cl₂ / 2 h / 0 °C

3: dimethylformamide / 48 h / 20 °C

With pyridine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.50.239

Reference yield:

Boc-Leu-Phe-NHMe → thioacetic acid S-{2-tert-butoxycarbonylamino-1-[3-methyl-1-(1-methylcarbamoyl-2-phenyl-ethylcarbamoyl)-butylcarbamoyl]-ethyl} ester (458531-80-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 4 N HCl / ethyl acetate

2: 86 percent / EDC; Et₃N; HOBt / dimethylformamide / 21 h / -3 - 0 °C

3: pyridine / CH₂Cl₂ / 2 h / 0 °C

4: dimethylformamide / 48 h / 20 °C

With pyridine; hydrogenchloride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1248/cpb.50.239

Reference yield:

H-Leu-Phe-NHMe*HCl → thioacetic acid S-{2-tert-butoxycarbonylamino-1-[3-methyl-1-(1-methylcarbamoyl-2-phenyl-ethylcarbamoyl)-butylcarbamoyl]-ethyl} ester (458531-80-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / EDC; Et₃N; HOBt / dimethylformamide / 21 h / -3 - 0 °C

2: pyridine / CH₂Cl₂ / 2 h / 0 °C

3: dimethylformamide / 48 h / 20 °C

With pyridine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.50.239

upstream raw materials:

3-tert-butyloxycarbonylamino-2(RS)-hydroxypropionic acid

{2-Hydroxy-2-[(S)-3-methyl-1-((S)-1-methylcarbamoyl-2-phenyl-ethylcarbamoyl)-butylcarbamoyl]-ethyl}-carbamic acid tert-butyl ester

Downstream raw materials:

N^α-[3-(tert-butyloxycarbonyl-prolyl-leucyl-amino)-2(R,S)-(acetylsulfanyl)propionyl]-leucyl-phenylalanine N-methylamide

N^α-[3-(tert-butyloxycarbonyl-leucyl-amino)-2(R,S)-(acetylsulfanyl)propionyl]-leucyl-phenylalanine N-methylamide

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