N-CBZ-β-benzyl-L-aspartyl-D-alanine (R,S)-α-isopropylbenzylamide

Base Information

• Chemical Name: N-CBZ-β-benzyl-L-aspartyl-D-alanine (R,S)-α-isopropylbenzylamide
• CAS No.: 165055-03-8
• Molecular Formula: C₃₂H₃₇N₃O₆
• Molecular Weight: 559.662
• Mol file: 165055-03-8.mol

Synonyms:N-CBZ-β-benzyl-L-aspartyl-D-alanine (R,S)-α-isopropylbenzylamide

Chemical Property of N-CBZ-β-benzyl-L-aspartyl-D-alanine (R,S)-α-isopropylbenzylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-CBZ-β-benzyl-L-aspartyl-D-alanine (R,S)-α-isopropylbenzylamide

There total 3 articles about N-CBZ-β-benzyl-L-aspartyl-D-alanine (R,S)-α-isopropylbenzylamide 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: 78.0%

2-methyl-1-phenyl-propylamine (6668-27-5,23844-66-8,42070-94-0,68906-26-3) + N-(carbobenzyloxy)-β-benzyl-L-aspartyl-D-alanine (80863-53-2) → N-CBZ-β-benzyl-L-aspartyl-D-alanine (R,S)-α-isopropylbenzylamide (165055-03-8)

Guidance literature:

With N-hydroxy-5-norbornene-2,3-dicarboximide; dicyclohexyl-carbodiimide; In 1,4-dioxane; Ambient temperature;

DOI:10.1021/jf00056a003

Reference yield:

Z-Asp(OBzl)-OH (3479-47-8) → N-CBZ-β-benzyl-L-aspartyl-D-alanine (R,S)-α-isopropylbenzylamide (165055-03-8)

Guidance literature:

Multi-step reaction with 3 steps

1: dicyclohexylcarbodiimide / tetrahydrofuran / Ambient temperature

2: 75 percent / Et₃N / dioxane; H₂O / Ambient temperature

3: 78 percent / dicyclohexylcarbodiimide, N-hydroxy-5-norbornene-2,3-dicarboximide / dioxane / Ambient temperature

With N-hydroxy-5-norbornene-2,3-dicarboximide; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; water;

DOI:10.1021/jf00056a003

Reference yield:

Oγ-benzyl-Nα-benzyloxycarbonylaspartic acid succinimidyl ester (61464-33-3) → N-CBZ-β-benzyl-L-aspartyl-D-alanine (R,S)-α-isopropylbenzylamide (165055-03-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / Et₃N / dioxane; H₂O / Ambient temperature

2: 78 percent / dicyclohexylcarbodiimide, N-hydroxy-5-norbornene-2,3-dicarboximide / dioxane / Ambient temperature

With N-hydroxy-5-norbornene-2,3-dicarboximide; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; water;

DOI:10.1021/jf00056a003

upstream raw materials:

2-methyl-1-phenyl-propylamine

N-(carbobenzyloxy)-β-benzyl-L-aspartyl-D-alanine

Z-Asp(OBzl)-OH

O^γ-benzyl-N^α-benzyloxycarbonylaspartic acid succinimidyl ester