4-acetamidophenyl-N²-(tert-butoxycarbonyl)-L-leucyl-L-leucyl-N⁶-(benzylxycarbonyl)-L-lysinate

Base Information

• Chemical Name: 4-acetamidophenyl-N²-(tert-butoxycarbonyl)-L-leucyl-L-leucyl-N⁶-(benzylxycarbonyl)-L-lysinate
• CAS No.: 139009-74-8
• Molecular Formula: C₃₉H₅₇N₅O₉
• Molecular Weight: 739.91

Synonyms:4-acetamidophenyl-N²-(tert-butoxycarbonyl)-L-leucyl-L-leucyl-N⁶-(benzylxycarbonyl)-L-lysinate

Chemical Property of 4-acetamidophenyl-N²-(tert-butoxycarbonyl)-L-leucyl-L-leucyl-N⁶-(benzylxycarbonyl)-L-lysinate

Chemical Property:

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Technology Process of 4-acetamidophenyl-N²-(tert-butoxycarbonyl)-L-leucyl-L-leucyl-N⁶-(benzylxycarbonyl)-L-lysinate

There total 4 articles about 4-acetamidophenyl-N²-(tert-butoxycarbonyl)-L-leucyl-L-leucyl-N⁶-(benzylxycarbonyl)-L-lysinate 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: 47.0%

(S)-2-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-4-methyl-pentanoic acid (73401-65-7) + (S)-2-Amino-6-benzyloxycarbonylamino-hexanoic acid 4-acetylamino-phenyl ester; compound with trifluoro-acetic acid (139009-81-7) → 4-acetamidophenyl-N2-(tert-butoxycarbonyl)-L-leucyl-L-leucyl-N6-(benzylxycarbonyl)-L-lysinate (139009-74-8)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide; at 0 - 5 ℃; for 6h;

DOI:10.1016/S0040-4020(01)80998-4

Reference yield:

N-tert-butoxycarbonyl-L-leucyl-L-leucine methyl ester (15136-13-7,88621-07-2,127636-68-4,132769-33-6,15136-12-6) → 4-acetamidophenyl-N2-(tert-butoxycarbonyl)-L-leucyl-L-leucyl-N6-(benzylxycarbonyl)-L-lysinate (139009-74-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / 1 N NaOH / methanol / 2 h / Ambient temperature

2: 47 percent / 1-hydroxybenzotriazole, N-methylmorpholone, 1-ethyl-<3-(dimethylamino)propyl>carbdiimide hydrochloride / CH₂Cl₂; dimethylformamide / 6 h / 0 - 5 °C

With 4-methyl-morpholine; sodium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)80998-4

Reference yield:

methyl (L)-leucinate hydrochloride (7517-19-3) → 4-acetamidophenyl-N2-(tert-butoxycarbonyl)-L-leucyl-L-leucyl-N6-(benzylxycarbonyl)-L-lysinate (139009-74-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / N-methylmorpholine, 1-hydroxybenzotriazole, 1-ethyl-<3-(dimethylamino)propyl>carbodiimide hydrochloride / CH₂Cl₂ / 1) 0-5 deg C, 1 h, 2) room temperature, 4 h

2: 99 percent / 1 N NaOH / methanol / 2 h / Ambient temperature

3: 47 percent / 1-hydroxybenzotriazole, N-methylmorpholone, 1-ethyl-<3-(dimethylamino)propyl>carbdiimide hydrochloride / CH₂Cl₂; dimethylformamide / 6 h / 0 - 5 °C

With 4-methyl-morpholine; sodium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)80998-4

upstream raw materials:

(S)-2-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-4-methyl-pentanoic acid

(S)-2-Amino-6-benzyloxycarbonylamino-hexanoic acid 4-acetylamino-phenyl ester; compound with trifluoro-acetic acid

N-tert-butoxycarbonyl-L-leucine

N-tert-butoxycarbonyl-L-leucyl-L-leucine methyl ester

Downstream raw materials:

4-acetamidophenyl-N²-(tert-butoxycarbonyl)-L-leucyl-L-leucyl-L-lysinate 4-toluenesulfonate

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