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

Base Information

• Chemical Name: 4-acetamidophenyl-N²-(tert-butoxycarbonyl)-L-leucyl-L-leucyl-L-lysinate 4-toluenesulfonate
• CAS No.: 139009-95-3
• Molecular Formula: C₇H₈O₃S*C₃₁H₅₁N₅O₇
• Molecular Weight: 777.98

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

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

Chemical Property:

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

There total 5 articles about 4-acetamidophenyl-N²-(tert-butoxycarbonyl)-L-leucyl-L-leucyl-L-lysinate 4-toluenesulfonate 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: 74.0%

toluene-4-sulfonic acid (104-15-4) + 4-acetamidophenyl-N2-(tert-butoxycarbonyl)-L-leucyl-L-leucyl-N6-(benzylxycarbonyl)-L-lysinate (139009-74-8) → 4-acetamidophenyl-N2-(tert-butoxycarbonyl)-L-leucyl-L-leucyl-L-lysinate 4-toluenesulfonate (139009-95-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In acetic acid; at 25 ℃; for 1h; under 2068.6 Torr;

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

Reference yield:

N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) → 4-acetamidophenyl-N2-(tert-butoxycarbonyl)-L-leucyl-L-leucyl-L-lysinate 4-toluenesulfonate (139009-95-3)

Guidance literature:

Multi-step reaction with 4 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

4: 74 percent / H₂ / 10percent Pd-C / acetic acid / 1 h / 25 °C / 2068.6 Torr

With 4-methyl-morpholine; sodium hydroxide; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide;

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

Reference yield:

(S)-2-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-4-methyl-pentanoic acid (73401-65-7) → 4-acetamidophenyl-N2-(tert-butoxycarbonyl)-L-leucyl-L-leucyl-L-lysinate 4-toluenesulfonate (139009-95-3)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 74 percent / H₂ / 10percent Pd-C / acetic acid / 1 h / 25 °C / 2068.6 Torr

With 4-methyl-morpholine; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In dichloromethane; acetic acid; N,N-dimethyl-formamide;

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

upstream raw materials:

toluene-4-sulfonic acid

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

N-tert-butoxycarbonyl-L-leucine

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

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