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

Base Information

• Chemical Name: N_ε-<6-hexanoyl>-N_α-(tert-butyloxycarbonyl)-L-lysinyl-L-(α-O-benzylaspartyl)-L-valyl-L-proline benzyl ester
• CAS No.: 224577-25-7
• Molecular Formula: C₅₃H₇₂N₆O₁₂
• Molecular Weight: 985.188

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

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

Chemical Property:

Purity/Quality:

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

There total 10 articles about N_ε-<6-hexanoyl>-N_α-(tert-butyloxycarbonyl)-L-lysinyl-L-(α-O-benzylaspartyl)-L-valyl-L-proline benzyl 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: 100.0%

Nε-<6-hexanoyl>-Nα-(tert-butyloxycarbonyl)-L-lysine (224577-24-6) + DVP(OBn)2*HCl → Nε-<6-hexanoyl>-Nα-(tert-butyloxycarbonyl)-L-lysinyl-L-(α-O-benzylaspartyl)-L-valyl-L-proline benzyl ester (224577-25-7)

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 2.25h;

DOI:10.1021/jm980673g

Reference yield:

Boc-Val-ONSu (3392-12-9) → Nε-<6-hexanoyl>-Nα-(tert-butyloxycarbonyl)-L-lysinyl-L-(α-O-benzylaspartyl)-L-valyl-L-proline benzyl ester (224577-25-7)

Guidance literature:

Multi-step reaction with 5 steps

1: Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

2: 4 M HCl / dioxane / 2 h / Ambient temperature

3: Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

4: 4 M HCl / dioxane / 2 h / Ambient temperature

5: 100 percent / HOBt, Et₃N, EDC / dimethylformamide / 2.25 h / 0 - 20 °C

With hydrogenchloride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm980673g

Reference yield:

6-(benzyloxycarbonylamino)hexanoic acid (1947-00-8) → Nε-<6-hexanoyl>-Nα-(tert-butyloxycarbonyl)-L-lysinyl-L-(α-O-benzylaspartyl)-L-valyl-L-proline benzyl ester (224577-25-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 58 percent / HOBt, Et₃N, EDC / dimethylformamide / 2 h

2: 92 percent / 2 N LiOH / methanol / 16 h / Ambient temperature

3: 100 percent / HOBt, Et₃N, EDC / dimethylformamide / 2.25 h / 0 - 20 °C

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

DOI:10.1021/jm980673g

upstream raw materials:

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

Boc-Val-ONSu

6-(benzyloxycarbonylamino)hexanoic acid

1--L-valyl>-L-proline phenylmethyl ester

Downstream raw materials:

N_ε-<6-hexanoyl>-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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