Nε-benzoyl-L-lysine methyl ester

Base Information

• Chemical Name: Nε-benzoyl-L-lysine methyl ester
• CAS No.: 61571-00-4
• Molecular Formula: C₁₄H₂₀N₂O₃
• Molecular Weight: 264.324
• Mol file: 61571-00-4.mol

Synonyms:Nε-benzoyl-L-lysine methyl ester

Chemical Property of Nε-benzoyl-L-lysine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of Nε-benzoyl-L-lysine methyl ester

There total 2 articles about Nε-benzoyl-L-lysine 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: 66.0%

Nε-benzoyl-Nα-BOC-L-lysine methyl ester (145385-47-3) → Nε-benzoyl-L-lysine methyl ester (61571-00-4)

Guidance literature:

N^ε-benzoyl-N^α-BOC-L-lysine methyl ester; With hydrogenchloride; water; In methanol; at 20 ℃; for 3h;

With ammonia; In methanol; water; pH=8.0;

DOI:10.1016/j.bmc.2009.02.040

Reference yield:

9-benzoyl-9H-carbazole (19264-68-7) + L-lysine methyl ester hydrochloride (13515-95-2,15445-34-8,26348-70-9,34015-48-0,67396-08-1,130336-19-5) → Nε-benzoyl-L-lysine methyl ester (61571-00-4)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 30 ℃; chemoselective reaction;

DOI:10.1246/bcsj.20200116

Reference yield: 36.0%

2,3-dibenzyloxybenzoic acid (74272-78-9) + Nε-benzoyl-L-lysine methyl ester (61571-00-4) → (S)-6-benzoylamino-2-[(2,3-dibenzyloxybenzoyl)amino]hexanoic acid methyl ester (1147012-02-9)

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 14h;

DOI:10.1016/j.bmc.2009.02.040

upstream raw materials:

N^ε-benzoyl-N^α-BOC-L-lysine methyl ester

9-benzoyl-9H-carbazole

L-lysine methyl ester hydrochloride

Downstream raw materials:

(S)-6-benzoylamino-2-[(2,3-dibenzyloxybenzoyl)amino]hexanoic acid methyl ester

N-acyl-N^ε-benzoyl-L-lysine methyl ester

Refernces

• 1、 Kang, Bubwoong,Kuse, Masaki,Okamura, Hironori,Sakai, Asumi,Satoh, Tetsuya,Shinada, Tetsuro,Yasuno, Yoko. "N-acylcarbazole as a selective transamidation reagent". . p. 993 - 999. Retrieved 2020/09/22.