N_ε-<6-hexanoyl>-N_α-(tert-butyloxycarbonyl)-L-lysine methyl ester

Base Information

• Chemical Name: N_ε-<6-hexanoyl>-N_α-(tert-butyloxycarbonyl)-L-lysine methyl ester
• CAS No.: 224577-23-5
• Molecular Formula: C₂₆H₄₁N₃O₇
• Molecular Weight: 507.627

Synonyms:N_ε-<6-hexanoyl>-N_α-(tert-butyloxycarbonyl)-L-lysine methyl ester

Chemical Property of N_ε-<6-hexanoyl>-N_α-(tert-butyloxycarbonyl)-L-lysine methyl ester

Chemical Property:

Purity/Quality:

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Technology Process of N_ε-<6-hexanoyl>-N_α-(tert-butyloxycarbonyl)-L-lysine methyl ester

There total 3 articles about N_ε-<6-hexanoyl>-N_α-(tert-butyloxycarbonyl)-L-lysine methyl 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: 58.0%

6-(benzyloxycarbonylamino)hexanoic acid (1947-00-8) + N,2-[(1,1-dimethylethoxy)carbonyl]-L-lysine methyl ester hydrochloride (99532-86-2) → Nε-<6-hexanoyl>-Nα-(tert-butyloxycarbonyl)-L-lysine methyl ester (224577-23-5)

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In N,N-dimethyl-formamide; for 2h;

DOI:10.1021/jm980673g

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → Nε-<6-hexanoyl>-Nα-(tert-butyloxycarbonyl)-L-lysine methyl ester (224577-23-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 32 percent / Na₂CO₃, 2 N aq. NaOH / 1 h / 0 - 20 °C

2: 58 percent / HOBt, Et₃N, EDC / dimethylformamide / 2 h

With sodium hydroxide; sodium carbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In N,N-dimethyl-formamide;

DOI:10.1021/jm980673g

Reference yield:

6-aminohexanoic acid (60-32-2,93208-38-9) → Nε-<6-hexanoyl>-Nα-(tert-butyloxycarbonyl)-L-lysine methyl ester (224577-23-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 32 percent / Na₂CO₃, 2 N aq. NaOH / 1 h / 0 - 20 °C

2: 58 percent / HOBt, Et₃N, EDC / dimethylformamide / 2 h

With sodium hydroxide; sodium carbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In N,N-dimethyl-formamide;

DOI:10.1021/jm980673g

upstream raw materials:

6-(benzyloxycarbonylamino)hexanoic acid

N,2-[(1,1-dimethylethoxy)carbonyl]-L-lysine methyl ester hydrochloride

benzyl chloroformate

6-aminohexanoic acid

Downstream raw materials:

N_ε-<6-hexanoyl>-N_α-(tert-butyloxycarbonyl)-L-lysine

N_ε-<6-hexanoyl>-L-lysinyl-L-(α-O-benzylaspartyl)-L-valyl-L-proline benzyl ester

N_ε-<6-hexanoyl>-N_α-(tert-butyloxycarbonyl)-L-lysinyl-L-(α-O-benzylaspartyl)-L-valyl-L-proline benzyl ester

N_α-<<4-<<<(2-methylphenyl)amino>carbonyl>amino>phenyl>acetyl>-N_ε-<6-hexanoyl>-L-lysinyl-L-(α-O-benzylaspartyl)-L-valyl-L-proline benzyl ester

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