L-Leucine, N-[11-(4-ethynylphenoxy)-1-oxoundecyl]-, methyl ester

Base Information

• Chemical Name: L-Leucine, N-[11-(4-ethynylphenoxy)-1-oxoundecyl]-, methyl ester
• CAS No.: 372163-19-4
• Molecular Formula: C26H39NO4
• Molecular Weight: 429.6
• Mol file: 372163-19-4.mol

Synonyms:

Chemical Property of L-Leucine, N-[11-(4-ethynylphenoxy)-1-oxoundecyl]-, methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of L-Leucine, N-[11-(4-ethynylphenoxy)-1-oxoundecyl]-, methyl ester

There total 5 articles about L-Leucine, N-[11-(4-ethynylphenoxy)-1-oxoundecyl]-, 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: 65.2%

methyl (L)-leucinate hydrochloride (7517-19-3) + 11-(4-ethynylphenoxy)undecanoic acid (426219-95-6) → 11-(4-ethynylphenoxy)undecanoyl-L-leucine methyl ester (372163-19-4)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane;

DOI:10.1021/ma0344543

Reference yield:

11-bromoundecanoic acid (2834-05-1) → 11-(4-ethynylphenoxy)undecanoyl-L-leucine methyl ester (372163-19-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 85.2 percent / conc. H₂SO₄ / 2 h / Heating

2: 79.3 percent / KI; KOH / acetone; dimethylsulfoxide / 24 h / Heating

3: 92.7 percent / Pd(PPh₃)2Cl₂; CuI; Et₃N / 12 h / 20 °C

4: 95.1 percent / KOH / methanol / 4 h / Heating

5: 65.2 percent / DCC; DMAP / CH₂Cl₂

With dmap; bis-triphenylphosphine-palladium(II) chloride; potassium hydroxide; copper(l) iodide; sulfuric acid; triethylamine; dicyclohexyl-carbodiimide; potassium iodide; In methanol; dichloromethane; dimethyl sulfoxide; acetone;

DOI:10.1021/ma0344543

Reference yield:

11-bromo-undecanoic acid methyl ester (6287-90-7) → 11-(4-ethynylphenoxy)undecanoyl-L-leucine methyl ester (372163-19-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 79.3 percent / KI; KOH / acetone; dimethylsulfoxide / 24 h / Heating

2: 92.7 percent / Pd(PPh₃)2Cl₂; CuI; Et₃N / 12 h / 20 °C

3: 95.1 percent / KOH / methanol / 4 h / Heating

4: 65.2 percent / DCC; DMAP / CH₂Cl₂

With dmap; bis-triphenylphosphine-palladium(II) chloride; potassium hydroxide; copper(l) iodide; triethylamine; dicyclohexyl-carbodiimide; potassium iodide; In methanol; dichloromethane; dimethyl sulfoxide; acetone;

DOI:10.1021/ma0344543

upstream raw materials:

methyl (L)-leucinate hydrochloride

11-(4-ethynylphenoxy)undecanoic acid

11-bromoundecanoic acid

11-bromo-undecanoic acid methyl ester