malonic acid [5-(N-Boc-O-Bn-seryl-phenylalanyl-alanylamido)pentyl] ester methyl ester

Base Information

• Chemical Name: malonic acid [5-(N-Boc-O-Bn-seryl-phenylalanyl-alanylamido)pentyl] ester methyl ester
• CAS No.: 1301608-54-7
• Molecular Formula: C₃₆H₅₀N₄O₁₀
• Molecular Weight: 698.814
• Mol file: 1301608-54-7.mol

Synonyms:malonic acid [5-(N-Boc-O-Bn-seryl-phenylalanyl-alanylamido)pentyl] ester methyl ester

Chemical Property of malonic acid [5-(N-Boc-O-Bn-seryl-phenylalanyl-alanylamido)pentyl] ester methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of malonic acid [5-(N-Boc-O-Bn-seryl-phenylalanyl-alanylamido)pentyl] ester methyl ester

There total 6 articles about malonic acid [5-(N-Boc-O-Bn-seryl-phenylalanyl-alanylamido)pentyl] ester 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: 85.0%

3-chloro-3-oxopropanoic acid methyl ester (37517-81-0) + N-Boc-O-Bn-seryl-phenylalanyl-alanyl-5-hydroxypentylamide (1301608-49-0) → malonic acid [5-(N-Boc-O-Bn-seryl-phenylalanyl-alanylamido)pentyl] ester methyl ester (1301608-54-7)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1002/chem.201003163

Reference yield:

Boc-alanyl-5-hydroxypentylamide (1301608-52-5) → malonic acid [5-(N-Boc-O-Bn-seryl-phenylalanyl-alanylamido)pentyl] ester methyl ester (1301608-54-7)

Guidance literature:

Multi-step reaction with 5 steps

1: hydrogenchloride / 1,4-dioxane / 1 h

2: 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 14 h

3: hydrogenchloride / 1,4-dioxane; water / 4 h / 20 °C

4: 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane

5: triethylamine / dichloromethane / 16 h / 20 °C

With 4-methyl-morpholine; hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In 1,4-dioxane; dichloromethane; water;

DOI:10.1002/chem.201003163

Reference yield:

post-16 (1325237-11-3) → malonic acid [5-(N-Boc-O-Bn-seryl-phenylalanyl-alanylamido)pentyl] ester methyl ester (1301608-54-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane

2: triethylamine / dichloromethane / 16 h / 20 °C

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane;

DOI:10.1002/chem.201003163

upstream raw materials:

Boc-alanyl-5-hydroxypentylamide

C₈H₁₈N₂O₂

Boc-phenylalanyl-alanyl-5-hydroxypentylamide

post-16

Downstream raw materials:

C₆₀H₉₆N₆O₁₂

2-(4-tert-butyl-2,2,6,6-tetraethyl-3-oxo-piperazine-1-yloxy)malonic acid [5-(N-Boc-O-Bn-seryl-phenylalanyl-alanylamido)pentyl] ester methyl ester