methyl N²-(tert-butoxycarbonyl)-L-leucyl-L-leucyl-N⁶-(benzyloxycarbonyl)-L-lysinate

Base Information

• Chemical Name: methyl N²-(tert-butoxycarbonyl)-L-leucyl-L-leucyl-N⁶-(benzyloxycarbonyl)-L-lysinate
• CAS No.: 139009-68-0
• Molecular Formula: C₃₂H₅₂N₄O₈
• Molecular Weight: 620.787

Synonyms:methyl N²-(tert-butoxycarbonyl)-L-leucyl-L-leucyl-N⁶-(benzyloxycarbonyl)-L-lysinate

Chemical Property of methyl N²-(tert-butoxycarbonyl)-L-leucyl-L-leucyl-N⁶-(benzyloxycarbonyl)-L-lysinate

Chemical Property:

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Technology Process of methyl N²-(tert-butoxycarbonyl)-L-leucyl-L-leucyl-N⁶-(benzyloxycarbonyl)-L-lysinate

There total 4 articles about methyl N²-(tert-butoxycarbonyl)-L-leucyl-L-leucyl-N⁶-(benzyloxycarbonyl)-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: 84.0%

(S)-2-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-4-methyl-pentanoic acid (73401-65-7) + methyl (2S)-2-amino-6-{[(benzyloxy)carbonyl]amino}hexanoate hydrochloride (27894-50-4) → methyl N2-(tert-butoxycarbonyl)-L-leucyl-L-leucyl-N6-(benzyloxycarbonyl)-L-lysinate (139009-68-0)

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 ℃;

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

Reference yield:

N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) → methyl N2-(tert-butoxycarbonyl)-L-leucyl-L-leucyl-N6-(benzyloxycarbonyl)-L-lysinate (139009-68-0)

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: 84 percent / 1-hydroxybenzotriazole, N-methylmorpholine, 1-ethyl-<3-(dimethylamino)propyl>carbodiimide hydrochloride / CH₂Cl₂; dimethylformamide / 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:

N-tert-butoxycarbonyl-L-leucyl-L-leucine methyl ester (15136-13-7,88621-07-2,127636-68-4,132769-33-6,15136-12-6) → methyl N2-(tert-butoxycarbonyl)-L-leucyl-L-leucyl-N6-(benzyloxycarbonyl)-L-lysinate (139009-68-0)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 84 percent / 1-hydroxybenzotriazole, N-methylmorpholine, 1-ethyl-<3-(dimethylamino)propyl>carbodiimide hydrochloride / CH₂Cl₂; dimethylformamide / 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

methyl (2S)-2-amino-6-{[(benzyloxy)carbonyl]amino}hexanoate hydrochloride

N-tert-butoxycarbonyl-L-leucine

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

Downstream raw materials:

methyl N²-(tert-butoxycarbonyl)-L-leucycl-L-leucyl-L-lysinate 4-toluenesulfonate

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