BOC-GLU-GLU-LEU-OME

Base Information

• Chemical Name: BOC-GLU-GLU-LEU-OME
• CAS No.: 72903-33-4
• Molecular Formula: C₂₂H₃₇N₃O₁₀
• Molecular Weight: 503.55
• Mol file: 72903-33-4.mol

Synonyms:L-Leucine,N-[N-[N-[(1,1-dimethylethoxy)carbonyl]-L-a-glutamyl]-L-a-glutamyl]-, 1-methyl ester

Chemical Property of BOC-GLU-GLU-LEU-OME

Chemical Property:

• Vapor Pressure: 3.85E-27mmHg at 25°C
• Boiling Point: 786.7oC at 760 mmHg
• Flash Point: 429.6oC
• PSA: 197.43000
• Density: 1.227g/cm3
• LogP: 1.97070
• Storage Temp.: −20°C

Purity/Quality:

97% ^*data from raw suppliers

Boc-Glu-Glu-Leu methyl ester ≥97% (HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BOC-GLU-GLU-LEU-OME

There total 5 articles about BOC-GLU-GLU-LEU-OME 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: 90.0%

N-(tert-butoxycarbonyl)-L-γ-O-benzylglutamyl-L-γ-O-benzylglutamyl-L-leucine methyl ester (77302-67-1) → N-(tert-butoxycarbonyl)-L-glutamyl-L-glutamyl-L-leucine methyl ester (72903-33-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In tert-butyl alcohol; for 7h;

DOI:10.1021/jm00138a013

Reference yield:

Boc-Glu(OBzl)-OH (13574-13-5) → N-(tert-butoxycarbonyl)-L-glutamyl-L-glutamyl-L-leucine methyl ester (72903-33-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 92.2 percent / N-methylmorpholine, 1-hydroxybenzotriazole (HOBt), dicyclohexylcarbodiimide (DCC) / CH₂Cl₂ / 22 h / 0 - 20 °C

2: 4 N HCl / dioxane / 1 h / Ambient temperature

3: N-methylmorpholine, 1-hydroxybenzotriazole (HOBt), dicyclohexylcarbodiimide (DCC) / CH₂Cl₂ / 22 h / 0 - 20 °C

4: 90 percent / H₂ / 10percent Pd/C / 2-methyl-propan-2-ol / 7 h

With 4-methyl-morpholine; hydrogenchloride; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In 1,4-dioxane; dichloromethane; tert-butyl alcohol;

DOI:10.1021/jm00138a013

Reference yield:

methyl (L)-leucinate hydrochloride (7517-19-3) → N-(tert-butoxycarbonyl)-L-glutamyl-L-glutamyl-L-leucine methyl ester (72903-33-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 92.2 percent / N-methylmorpholine, 1-hydroxybenzotriazole (HOBt), dicyclohexylcarbodiimide (DCC) / CH₂Cl₂ / 22 h / 0 - 20 °C

2: 4 N HCl / dioxane / 1 h / Ambient temperature

3: N-methylmorpholine, 1-hydroxybenzotriazole (HOBt), dicyclohexylcarbodiimide (DCC) / CH₂Cl₂ / 22 h / 0 - 20 °C

4: 90 percent / H₂ / 10percent Pd/C / 2-methyl-propan-2-ol / 7 h

With 4-methyl-morpholine; hydrogenchloride; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In 1,4-dioxane; dichloromethane; tert-butyl alcohol;

DOI:10.1021/jm00138a013

upstream raw materials:

N-(tert-butoxycarbonyl)-L-γ-O-benzylglutamyl-L-γ-O-benzylglutamyl-L-leucine methyl ester

Boc-Glu(OBzl)-OH

methyl (L)-leucinate hydrochloride

benzyl (S)-4-((tert-butoxycarbonyl)amino)-5-(((S)-1-methoxy-4-methyl-1-oxopentan-2-yl)amino)-5-oxopentanoate