L-Leucine, N-[[(2S,5S)-5-(2-methylpropyl)-4-[[5-methyl-1-(triphenylmethyl)-1H-imid azol-4-yl]methyl]-3-oxo-2-(phenylmethyl)-1-piperazinyl]carbonyl]-, methyl ester

Base Information

• Chemical Name: L-Leucine, N-[[(2S,5S)-5-(2-methylpropyl)-4-[[5-methyl-1-(triphenylmethyl)-1H-imid azol-4-yl]methyl]-3-oxo-2-(phenylmethyl)-1-piperazinyl]carbonyl]-, methyl ester
• CAS No.: 500782-75-2
• Molecular Formula: C47H55N5O4
• Molecular Weight: 753.985
• Mol file: 500782-75-2.mol

Synonyms:

Chemical Property of L-Leucine, N-[[(2S,5S)-5-(2-methylpropyl)-4-[[5-methyl-1-(triphenylmethyl)-1H-imid azol-4-yl]methyl]-3-oxo-2-(phenylmethyl)-1-piperazinyl]carbonyl]-, methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of L-Leucine, N-[[(2S,5S)-5-(2-methylpropyl)-4-[[5-methyl-1-(triphenylmethyl)-1H-imid azol-4-yl]methyl]-3-oxo-2-(phenylmethyl)-1-piperazinyl]carbonyl]-, methyl ester

There total 8 articles about L-Leucine, N-[[(2S,5S)-5-(2-methylpropyl)-4-[[5-methyl-1-(triphenylmethyl)-1H-imid azol-4-yl]methyl]-3-oxo-2-(phenylmethyl)-1-piperazinyl]carbonyl]-, 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) → C47H55N5O4 (500782-75-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 87 percent / DIEA; EDCI / CH₂Cl₂ / 5 h / 20 °C

2: 40 percent / DIBALH / CH₂Cl₂; toluene / 1 h / -78 °C

3: 87 percent / TFA / H₂O / 2 h / 20 °C

4: 15 percent / NaH / tetrahydrofuran / 2 h / 60 °C

5: H₂ / Pd/C / ethyl acetate; methanol

6: 63 mg / CH₂Cl₂ / 4 h / 0 - 20 °C

With hydrogen; sodium hydride; diisobutylaluminium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; toluene;

DOI:10.1039/b517572k

Reference yield:

Cbz-L-Phe-L-Leu-OMe (3850-45-1) → C47H55N5O4 (500782-75-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 40 percent / DIBALH / CH₂Cl₂; toluene / 1 h / -78 °C

2: 87 percent / TFA / H₂O / 2 h / 20 °C

3: 15 percent / NaH / tetrahydrofuran / 2 h / 60 °C

4: H₂ / Pd/C / ethyl acetate; methanol

5: 63 mg / CH₂Cl₂ / 4 h / 0 - 20 °C

With hydrogen; sodium hydride; diisobutylaluminium hydride; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; toluene;

DOI:10.1039/b517572k

Reference yield:

4-Hydroxymethyl-5-methyl-1-(triphenylmethyl)imidazole (106147-84-6) → C47H55N5O4 (500782-75-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 80 percent / SOCl₂ / dimethylformamide; CH₂Cl₂ / 0.25 h / 0 °C

2: 15 percent / NaH / tetrahydrofuran / 2 h / 60 °C

3: H₂ / Pd/C / ethyl acetate; methanol

4: 63 mg / CH₂Cl₂ / 4 h / 0 - 20 °C

With thionyl chloride; hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1039/b517572k

upstream raw materials:

N-carbonyl-L-leucine methyl ester

N-Cbz-L-Phe

Cbz-L-Phe-L-Leu-OMe

methyl (L)-leucinate hydrochloride

Downstream raw materials:

C₂₈H₄₁N₅O₄

Refernces