(S)-methyl 3-phenyl-2-((S)-3-phenyl-2-(pyrazine-2-carboxamido)propanamido)-propanoate

Base Information

• Chemical Name: (S)-methyl 3-phenyl-2-((S)-3-phenyl-2-(pyrazine-2-carboxamido)propanamido)-propanoate
• CAS No.: 1194235-01-2
• Molecular Formula: C₂₄H₂₄N₄O₄
• Molecular Weight: 432.479
• Mol file: 1194235-01-2.mol

Synonyms:(S)-methyl 3-phenyl-2-((S)-3-phenyl-2-(pyrazine-2-carboxamido)propanamido)-propanoate

Chemical Property of (S)-methyl 3-phenyl-2-((S)-3-phenyl-2-(pyrazine-2-carboxamido)propanamido)-propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-methyl 3-phenyl-2-((S)-3-phenyl-2-(pyrazine-2-carboxamido)propanamido)-propanoate

There total 4 articles about (S)-methyl 3-phenyl-2-((S)-3-phenyl-2-(pyrazine-2-carboxamido)propanamido)-propanoate 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: 95.6%

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride (7524-50-7) + (S)-3-phenyl-2[(pyrazine-2-carbonyl)-amino]propionic acid (114457-94-2,1608986-16-8) → (S)-methyl 3-phenyl-2-((S)-3-phenyl-2-(pyrazine-2-carboxamido)propanamido)-propanoate (1194235-01-2)

Guidance literature:

With 4-methyl-morpholine; hydrogenchloride; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; at 0 ℃; for 2h; pH=12 - Ca. 13;

Reference yield: 81.0%

→ (S)-methyl 3-phenyl-2-((S)-3-phenyl-2-(pyrazine-2-carboxamido)propanamido)-propanoate (1194235-01-2)

Guidance literature:

With benzotriazol-1-ol; In tetrahydrofuran; for 0.166667h;

With dicyclohexyl-carbodiimide; In tetrahydrofuran; for 0.666667h; Further stages;

Reference yield:

2-pyrazylcarboxylic acid (98-97-5) → (S)-methyl 3-phenyl-2-((S)-3-phenyl-2-(pyrazine-2-carboxamido)propanamido)-propanoate (1194235-01-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: dicyclohexyl-carbodiimide; benzotriazol-1-ol / tetrahydrofuran / 0.67 h / 0 °C

1.2: 12 h

2.1: lithium hydroxide / tetrahydrofuran; water / 1 h / 0 °C

3.1: dicyclohexyl-carbodiimide; benzotriazol-1-ol / tetrahydrofuran / 0.67 h / 0 °C

3.2: 12 h

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; lithium hydroxide; In tetrahydrofuran; water;

DOI:10.1016/j.bmc.2017.05.049

upstream raw materials:

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

(S)-3-phenyl-2[(pyrazine-2-carbonyl)-amino]propionic acid

2-pyrazylcarboxylic acid

Downstream raw materials:

N-(2-pyrazinecarbonyl)-L-phenylalanine-L-phenylalanine

N-(2-pyrazinecarbonyl)-L-phenylalanine-L-phenylalanine-L-leucineboronic acid