(E)-3-[(S)-2-((S)-2-Amino-3-phenyl-propionylamino)-2-carboxy-ethylcarbamoyl]-acrylic acid methyl ester; hydrochloride

Base Information

• Chemical Name: (E)-3-[(S)-2-((S)-2-Amino-3-phenyl-propionylamino)-2-carboxy-ethylcarbamoyl]-acrylic acid methyl ester; hydrochloride
• CAS No.: 108233-22-3
• Molecular Formula: C₁₇H₂₁N₃O₆*ClH
• Molecular Weight: 399.831

Synonyms:(E)-3-[(S)-2-((S)-2-Amino-3-phenyl-propionylamino)-2-carboxy-ethylcarbamoyl]-acrylic acid methyl ester; hydrochloride

Chemical Property of (E)-3-[(S)-2-((S)-2-Amino-3-phenyl-propionylamino)-2-carboxy-ethylcarbamoyl]-acrylic acid methyl ester; hydrochloride

Chemical Property:

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Technology Process of (E)-3-[(S)-2-((S)-2-Amino-3-phenyl-propionylamino)-2-carboxy-ethylcarbamoyl]-acrylic acid methyl ester; hydrochloride

There total 3 articles about (E)-3-[(S)-2-((S)-2-Amino-3-phenyl-propionylamino)-2-carboxy-ethylcarbamoyl]-acrylic acid methyl ester; hydrochloride 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: 88.0%

(E)-3-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-2-carboxy-ethylcarbamoyl]-acrylic acid methyl ester (108233-02-9) → (E)-3-[(S)-2-((S)-2-Amino-3-phenyl-propionylamino)-2-carboxy-ethylcarbamoyl]-acrylic acid methyl ester; hydrochloride (108233-22-3)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; for 4h;

DOI:10.1021/jm00393a005

Reference yield:

N3‐(4‐methoxyfumaroyl)‐(S)‐2,3‐diaminopropanoic acid (96920-07-9) → (E)-3-[(S)-2-((S)-2-Amino-3-phenyl-propionylamino)-2-carboxy-ethylcarbamoyl]-acrylic acid methyl ester; hydrochloride (108233-22-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / Et₃N / methanol / 5 - 20 °C

2: 88 percent / 2 N HCl / dioxane / 4 h

With hydrogenchloride; triethylamine; In 1,4-dioxane; methanol;

DOI:10.1021/jm00393a005

Reference yield:

Boc-Phe-ONSu (3674-06-4) → (E)-3-[(S)-2-((S)-2-Amino-3-phenyl-propionylamino)-2-carboxy-ethylcarbamoyl]-acrylic acid methyl ester; hydrochloride (108233-22-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / Et₃N / methanol / 5 - 20 °C

2: 88 percent / 2 N HCl / dioxane / 4 h

With hydrogenchloride; triethylamine; In 1,4-dioxane; methanol;

DOI:10.1021/jm00393a005

upstream raw materials:

(E)-3-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-2-carboxy-ethylcarbamoyl]-acrylic acid methyl ester

N³‐(4‐methoxyfumaroyl)‐(S)‐2,3‐diaminopropanoic acid

Boc-Phe-ONSu

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