N^α-tert-butyloxycarbonyl-N^ε-benzyloxycarbonyllysyl-alanyl-leucine methyl ester

Base Information

• Chemical Name: N^α-tert-butyloxycarbonyl-N^ε-benzyloxycarbonyllysyl-alanyl-leucine methyl ester
• CAS No.: 117139-98-7
• Molecular Formula: C₂₉H₄₆N₄O₈
• Molecular Weight: 578.706

Synonyms:N^α-tert-butyloxycarbonyl-N^ε-benzyloxycarbonyllysyl-alanyl-leucine methyl ester

Chemical Property of N^α-tert-butyloxycarbonyl-N^ε-benzyloxycarbonyllysyl-alanyl-leucine methyl ester

Chemical Property:

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Technology Process of N^α-tert-butyloxycarbonyl-N^ε-benzyloxycarbonyllysyl-alanyl-leucine methyl ester

There total 1 articles about N^α-tert-butyloxycarbonyl-N^ε-benzyloxycarbonyllysyl-alanyl-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:

methyl (L)-leucinate hydrochloride (7517-19-3) + Nα-tert-butyloxycarbonyl-Nε-benzyloxycarbonyllysine dicyclohexylammonium salt (16948-04-2,76477-42-4) + 2-nitrophenylsulphenyl-L-alanine dicyclohexylammonium salt (7675-46-9) → Nα-tert-butyloxycarbonyl-Nε-benzyloxycarbonyllysyl-alanyl-leucine methyl ester (117139-98-7)

Guidance literature:

Yield given. Multistep reaction;

Reference yield: 75.0%

Nα-tert-butyloxycarbonyl-Nε-benzyloxycarbonyllysyl-alanyl-leucine methyl ester (117139-98-7) → (S)-2-[(S)-2-((S)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoylamino)-propionylamino]-4-methyl-pentanoic acid (117140-10-0)

Guidance literature:

With sodium hydroxide; In isopropyl alcohol; at 20 ℃; for 2h;

Reference yield:

Nα-tert-butyloxycarbonyl-Nε-benzyloxycarbonyllysyl-alanyl-leucine methyl ester (117139-98-7) → (S)-2-[(S)-2-((S)-2-Amino-6-benzyloxycarbonylamino-hexanoylamino)-propionylamino]-4-methyl-pentanoic acid 2,5-dioxo-pyrrolidin-1-yl ester; compound with trifluoro-acetic acid (117170-12-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 75 percent / NaOH / aq. propan-2-ol / 2 h / 20 °C

2: 77 percent / DCC / dimethylformamide / 1 h / -20 °C

3: 0.2 h / 20 °C

With sodium hydroxide; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; isopropyl alcohol;

upstream raw materials:

methyl (L)-leucinate hydrochloride

N^α-tert-butyloxycarbonyl-N^ε-benzyloxycarbonyllysine dicyclohexylammonium salt

2-nitrophenylsulphenyl-L-alanine dicyclohexylammonium salt

Downstream raw materials:

(S)-2-[(S)-2-((S)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoylamino)-propionylamino]-4-methyl-pentanoic acid

(S)-2-[(S)-2-((S)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoylamino)-propionylamino]-4-methyl-pentanoic acid 2,5-dioxo-pyrrolidin-1-yl ester

(S)-2-[(S)-2-((S)-2-Amino-6-benzyloxycarbonylamino-hexanoylamino)-propionylamino]-4-methyl-pentanoic acid 2,5-dioxo-pyrrolidin-1-yl ester; compound with trifluoro-acetic acid

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