5(S)-<ε-(butyloxycarbonyl)-N^α-(cyclobutylcarbonyl)-L-lysyl>amino>-4-oxo-6-phenylhexanoyl-L-proline hydroxylamide

Base Information

• Chemical Name: 5(S)-<ε-(butyloxycarbonyl)-N^α-(cyclobutylcarbonyl)-L-lysyl>amino>-4-oxo-6-phenylhexanoyl-L-proline hydroxylamide
• CAS No.: 96792-10-8
• Molecular Formula: C₃₃H₄₉N₅O₈
• Molecular Weight: 643.781

Synonyms:

Chemical Property of 5(S)-<ε-(butyloxycarbonyl)-N^α-(cyclobutylcarbonyl)-L-lysyl>amino>-4-oxo-6-phenylhexanoyl-L-proline hydroxylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5(S)-<ε-(butyloxycarbonyl)-N^α-(cyclobutylcarbonyl)-L-lysyl>amino>-4-oxo-6-phenylhexanoyl-L-proline hydroxylamide

There total 4 articles about 5(S)-<ε-(butyloxycarbonyl)-N^α-(cyclobutylcarbonyl)-L-lysyl>amino>-4-oxo-6-phenylhexanoyl-L-proline hydroxylamide 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:

di-tert-butyl dicarbonate (24424-99-5) → 5(S)-<ε-(butyloxycarbonyl)-Nα-(cyclobutylcarbonyl)-L-lysyl>amino>-4-oxo-6-phenylhexanoyl-L-proline hydroxylamide (96792-10-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) CrO₃, H₂SO₄, 2.) 2N HCl, H₂, 3.) 90percent aq. CF₃COOH, 4.) Et₃N

2: dicyclohexylcarbodiimide / CH₂Cl₂; dimethylformamide / 20 h / Ambient temperature

3: Et₃N / CH₂Cl₂; dimethylformamide / 5 h / Ambient temperature

With chromium(VI) oxide; hydrogenchloride; sulfuric acid; hydrogen; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00146a015

Reference yield:

5(S)-<ε-(butyloxycarbonyl)-Nα-(cyclobutylcarbonyl)-L-lysyl>amino>-4-oxo-6-phenylhexanoic acid (96792-09-5) → 5(S)-<ε-(butyloxycarbonyl)-Nα-(cyclobutylcarbonyl)-L-lysyl>amino>-4-oxo-6-phenylhexanoyl-L-proline hydroxylamide (96792-10-8)

Guidance literature:

Multi-step reaction with 2 steps

1: dicyclohexylcarbodiimide / CH₂Cl₂; dimethylformamide / 20 h / Ambient temperature

2: Et₃N / CH₂Cl₂; dimethylformamide / 5 h / Ambient temperature

With triethylamine; dicyclohexyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00146a015

Reference yield:

2-<2-(1,3-dioxolan-2-yl)ethyl>-2-<1(S)-<ε-(benzyloxycarbonyl)-Nα-(cyclobutylcarbonyl)-L-lysyl>amino>-2-phenylethyl>-1,3-dioxolane (96792-08-4) → 5(S)-<ε-(butyloxycarbonyl)-Nα-(cyclobutylcarbonyl)-L-lysyl>amino>-4-oxo-6-phenylhexanoyl-L-proline hydroxylamide (96792-10-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) CrO₃, H₂SO₄, 2.) 2N HCl, H₂, 3.) 90percent aq. CF₃COOH, 4.) Et₃N

2: dicyclohexylcarbodiimide / CH₂Cl₂; dimethylformamide / 20 h / Ambient temperature

3: Et₃N / CH₂Cl₂; dimethylformamide / 5 h / Ambient temperature

With chromium(VI) oxide; hydrogenchloride; sulfuric acid; hydrogen; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00146a015

upstream raw materials:

L-proline hydroxylamide hydrotrifluoroacetate

succinimidyl 5(S)-<ε-(butyloxycarbonyl)-N^α-(cyclobutylcarbonyl)-L-lysyl>amino>-4-oxo-6-phenylhexanoate

di-tert-butyl dicarbonate

5(S)-<ε-(butyloxycarbonyl)-N^α-(cyclobutylcarbonyl)-L-lysyl>amino>-4-oxo-6-phenylhexanoic acid

Downstream raw materials:

5(S)-<α-(cyclobutylcarbonyl)-L-lysyl>amino>-4-oxo-6-phenylhexanoyl-L-proline hydroxylamide

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