N-Z-γ-tert-butylglutamyl-histidyl-L-sarcolysyl-N^ε-Z-lysyl-tryptophyl-glycine methyl ester

Base Information

• Chemical Name: N-Z-γ-tert-butylglutamyl-histidyl-L-sarcolysyl-N^ε-Z-lysyl-tryptophyl-glycine methyl ester
• CAS No.: 85642-58-6
• Molecular Formula: C₆₄H₇₉Cl₂N₁₁O₁₃
• Molecular Weight: 1281.3

Synonyms:N-Z-γ-tert-butylglutamyl-histidyl-L-sarcolysyl-N^ε-Z-lysyl-tryptophyl-glycine methyl ester

Chemical Property of N-Z-γ-tert-butylglutamyl-histidyl-L-sarcolysyl-N^ε-Z-lysyl-tryptophyl-glycine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of N-Z-γ-tert-butylglutamyl-histidyl-L-sarcolysyl-N^ε-Z-lysyl-tryptophyl-glycine methyl ester

There total 7 articles about N-Z-γ-tert-butylglutamyl-histidyl-L-sarcolysyl-N^ε-Z-lysyl-tryptophyl-glycine 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: 68.0%

(S)-4-[(S)-1-Azidocarbonyl-2-(1H-imidazol-4-yl)-ethylcarbamoyl]-4-benzyloxycarbonylamino-butyric acid tert-butyl ester (51221-20-6) + L-sarcolysyl-Nε-Z-lysyl-tryptophyl-glycine methyl ester hydrochloride → N-Z-γ-tert-butylglutamyl-histidyl-L-sarcolysyl-Nε-Z-lysyl-tryptophyl-glycine methyl ester (85642-58-6)

Guidance literature:

With triethylamine; In ethyl acetate; N,N-dimethyl-formamide; at 4 ℃;

Reference yield:

Boc-Lys(Z)-OH (2389-45-9) → N-Z-γ-tert-butylglutamyl-histidyl-L-sarcolysyl-Nε-Z-lysyl-tryptophyl-glycine methyl ester (85642-58-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 1) tributylamine, isobutyl chloroformate, 2) tributylamine / 1) THF, -16 deg C, 1 h, 2) THF-CHCl₃, 4 deg C, 12 h

2: 8.25 g / HCl / ethyl acetate / 1 h / Ambient temperature

3: 60 percent / (C₂H₅)3N, dicyclohexylcarbodiimide / dimethylformamide / 24 h / 4 °C

4: 90 percent / HCl / methanol / Ambient temperature

5: 68 percent / (C₂H₅)3N / ethyl acetate; dimethylformamide / 4 °C

With hydrogenchloride; tributyl-amine; triethylamine; dicyclohexyl-carbodiimide; isobutyl chloroformate; In methanol; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

L-tryptophylglycine methyl ester hydrochloride (51221-15-9) → N-Z-γ-tert-butylglutamyl-histidyl-L-sarcolysyl-Nε-Z-lysyl-tryptophyl-glycine methyl ester (85642-58-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 1) tributylamine, isobutyl chloroformate, 2) tributylamine / 1) THF, -16 deg C, 1 h, 2) THF-CHCl₃, 4 deg C, 12 h

2: 8.25 g / HCl / ethyl acetate / 1 h / Ambient temperature

3: 60 percent / (C₂H₅)3N, dicyclohexylcarbodiimide / dimethylformamide / 24 h / 4 °C

4: 90 percent / HCl / methanol / Ambient temperature

5: 68 percent / (C₂H₅)3N / ethyl acetate; dimethylformamide / 4 °C

With hydrogenchloride; tributyl-amine; triethylamine; dicyclohexyl-carbodiimide; isobutyl chloroformate; In methanol; ethyl acetate; N,N-dimethyl-formamide;

upstream raw materials:

(S)-4-[(S)-1-Azidocarbonyl-2-(1H-imidazol-4-yl)-ethylcarbamoyl]-4-benzyloxycarbonylamino-butyric acid tert-butyl ester

Boc-Lys(Z)-OH

L-tryptophylglycine methyl ester hydrochloride

N^α-BOC-N^ε-Z-lysyl-tryptophyl-glycine methyl ester

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