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

Base Information

• Chemical Name: 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
• CAS No.: 224577-27-9
• Molecular Formula: C₆₄H₇₈N₈O₁₂
• Molecular Weight: 1151.37

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 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

There total 17 articles about 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 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: 71.0%

4-<<<(2-methylphenyl)amino>carbonyl>amino>phenylacetate N-hydroxysuccinimide ester (224577-14-4) + Nε-<6-hexanoyl>-L-lysinyl-L-(α-O-benzylaspartyl)-L-valyl-L-proline benzyl ester (224577-26-8) → Nα-<<4-<<<(2-methylphenyl)amino>carbonyl>amino>phenyl>acetyl>-Nε-<6-hexanoyl>-L-lysinyl-L-(α-O-benzylaspartyl)-L-valyl-L-proline benzyl ester (224577-27-9)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; for 2.5h;

DOI:10.1021/jm980673g

Reference yield:

Boc-Val-ONSu (3392-12-9) → Nα-<<4-<<<(2-methylphenyl)amino>carbonyl>amino>phenyl>acetyl>-Nε-<6-hexanoyl>-L-lysinyl-L-(α-O-benzylaspartyl)-L-valyl-L-proline benzyl ester (224577-27-9)

Guidance literature:

Multi-step reaction with 7 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

6: 66 percent / 4 N HCl / CH₂Cl₂; dioxane

7: 71 percent / Et₃N / dimethylformamide / 2.5 h

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:

4-aminophenylacetic acid (1197-55-3) → Nα-<<4-<<<(2-methylphenyl)amino>carbonyl>amino>phenyl>acetyl>-Nε-<6-hexanoyl>-L-lysinyl-L-(α-O-benzylaspartyl)-L-valyl-L-proline benzyl ester (224577-27-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 75 percent / dimethylformamide / 1 h

2: SOCl₂ / acetonitrile / 0.17 h

3: Et₃N / acetonitrile / 2 h

4: 71 percent / Et₃N / dimethylformamide / 2.5 h

With thionyl chloride; triethylamine; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm980673g

upstream raw materials:

4-<<<(2-methylphenyl)amino>carbonyl>amino>phenylacetate N-hydroxysuccinimide ester

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

Boc-Val-ONSu

4-aminophenylacetic acid

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