N^α-benzyloxycarbonyl-N^ε-t-butoxycarbonyl-L-lysyl-D-tryptophyl-L-leucine methyl ester

Base Information

• Chemical Name: N^α-benzyloxycarbonyl-N^ε-t-butoxycarbonyl-L-lysyl-D-tryptophyl-L-leucine methyl ester
• CAS No.: 128719-57-3
• Molecular Formula: C₃₇H₅₁N₅O₈
• Molecular Weight: 693.841

Synonyms:N^α-benzyloxycarbonyl-N^ε-t-butoxycarbonyl-L-lysyl-D-tryptophyl-L-leucine methyl ester

Chemical Property of N^α-benzyloxycarbonyl-N^ε-t-butoxycarbonyl-L-lysyl-D-tryptophyl-L-leucine methyl ester

Chemical Property:

Purity/Quality:

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Technology Process of N^α-benzyloxycarbonyl-N^ε-t-butoxycarbonyl-L-lysyl-D-tryptophyl-L-leucine methyl ester

There total 4 articles about N^α-benzyloxycarbonyl-N^ε-t-butoxycarbonyl-L-lysyl-D-tryptophyl-L-leucine 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: 92.0%

(S)-2-[(R)-2-Amino-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoic acid methyl ester; hydrochloride (68762-02-7) + Z-Lys(BOC)-OCp (207989-28-4) → Nα-benzyloxycarbonyl-Nε-t-butoxycarbonyl-L-lysyl-D-tryptophyl-L-leucine methyl ester (128719-57-3)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; Ambient temperature;

Reference yield:

methyl (L)-leucinate hydrochloride (7517-19-3) → Nα-benzyloxycarbonyl-Nε-t-butoxycarbonyl-L-lysyl-D-tryptophyl-L-leucine methyl ester (128719-57-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 85.9 percent / dicyclohexylcarbodiimide (DCCI), 1-hydroxybenzotriazole (HOBt), Et₃N / dimethylformamide / 4 °C

2: 83.6 percent / 6N HCl, dithioethane / ethyl acetate / 1 h

3: 92 percent / Et₃N / dimethylformamide / Ambient temperature

With hydrogenchloride; benzotriazol-1-ol; ethane-1,2-dithiol; triethylamine; dicyclohexyl-carbodiimide; In ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

N-tert-butoxycarbonyl-D-tryptophyl-L-leucine methyl ester (128719-24-4) → Nα-benzyloxycarbonyl-Nε-t-butoxycarbonyl-L-lysyl-D-tryptophyl-L-leucine methyl ester (128719-57-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 83.6 percent / 6N HCl, dithioethane / ethyl acetate / 1 h

2: 92 percent / Et₃N / dimethylformamide / Ambient temperature

With hydrogenchloride; ethane-1,2-dithiol; triethylamine; In ethyl acetate; N,N-dimethyl-formamide;

upstream raw materials:

(S)-2-[(R)-2-Amino-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoic acid methyl ester; hydrochloride

Z-Lys(BOC)-OCp

methyl (L)-leucinate hydrochloride

N-tert-butoxycarbonyl-D-tryptophyl-L-leucine methyl ester

Downstream raw materials:

(S)-2-[(R)-2-((S)-6-Amino-2-benzyloxycarbonylamino-hexanoylamino)-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoic acid methyl ester; hydrochloride

N-benzyloxycarbonyl-D-phenylalanyl-L-lysyl(Boc)-D-tryptophyl-L-leucine methyl ester

N-benzyloxycarbonyl-D-phenylalanyl-L-lysyl(Asn)-D-tryptophyl-L-leucine methyl ester hydrochloride

N-benzyloxycarbonyl-D-phenylalanyl-L-lysyl(Ile)-D-tryptophyl-L-leucine methyl ester hydrochloride

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