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

Base Information

• Chemical Name: (S)-methyl 3-(naphthalen-2-yl)-2-((S)-3-phenyl-2-(pyrazine-2-carboxamido)-propanamido) propanoate
• CAS No.: 1194235-07-8
• Molecular Formula: C₂₈H₂₆N₄O₄
• Molecular Weight: 482.539

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

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

Chemical Property:

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

There total 5 articles about (S)-methyl 3-(naphthalen-2-yl)-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: 93.5%

→ (S)-methyl 3-(naphthalen-2-yl)-2-((S)-3-phenyl-2-(pyrazine-2-carboxamido)-propanamido) propanoate (1194235-07-8)

Guidance literature:

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

Reference yield: 83.0%

methyl (S)-2-amino-3-(naphthalen-2-yl)propanoate hydrochloride (63024-26-0) + (S)-3-phenyl-2[(pyrazine-2-carbonyl)-amino]propionic acid (114457-94-2,1608986-16-8) → (S)-methyl 3-(naphthalen-2-yl)-2-((S)-3-phenyl-2-(pyrazine-2-carboxamido)-propanamido) propanoate (1194235-07-8)

Guidance literature:

(S)-3-phenyl-2[(pyrazine-2-carbonyl)-amino]propionic acid; With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; at 0 ℃; for 0.666667h;

methyl (S)-2-amino-3-(naphthalen-2-yl)propanoate hydrochloride; With 4-methyl-morpholine; In tetrahydrofuran; for 12h;

DOI:10.1016/j.bmc.2017.05.049

Reference yield:

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride (7524-50-7) → (S)-methyl 3-(naphthalen-2-yl)-2-((S)-3-phenyl-2-(pyrazine-2-carboxamido)-propanamido) propanoate (1194235-07-8)

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 (S)-2-amino-3-(naphthalen-2-yl)propanoate hydrochloride

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

2-pyrazylcarboxylic acid

N-(2-pyrazinylcarbonyl)-L-phenylalanine methyl ester

Downstream raw materials:

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

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