(S)-2-{(S)-2-[3-(2-{1-[2-(2-Cyano-ethylamino)-ethyl]-3-[(S)-1-((S)-1-methoxycarbonyl-ethylcarbamoyl)-2-methyl-propyl]-ureido}-ethyl)-3-phenyl-ureido]-3-phenyl-propionylamino}-4-methyl-pentanoic acid methyl ester

Base Information

• Chemical Name: (S)-2-{(S)-2-[3-(2-{1-[2-(2-Cyano-ethylamino)-ethyl]-3-[(S)-1-((S)-1-methoxycarbonyl-ethylcarbamoyl)-2-methyl-propyl]-ureido}-ethyl)-3-phenyl-ureido]-3-phenyl-propionylamino}-4-methyl-pentanoic acid methyl ester
• CAS No.: 416898-03-8
• Molecular Formula: C₄₀H₅₈N₈O₈
• Molecular Weight: 778.949

Synonyms:

Chemical Property of (S)-2-{(S)-2-[3-(2-{1-[2-(2-Cyano-ethylamino)-ethyl]-3-[(S)-1-((S)-1-methoxycarbonyl-ethylcarbamoyl)-2-methyl-propyl]-ureido}-ethyl)-3-phenyl-ureido]-3-phenyl-propionylamino}-4-methyl-pentanoic acid methyl ester

Chemical Property:

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Useful:

Technology Process of (S)-2-{(S)-2-[3-(2-{1-[2-(2-Cyano-ethylamino)-ethyl]-3-[(S)-1-((S)-1-methoxycarbonyl-ethylcarbamoyl)-2-methyl-propyl]-ureido}-ethyl)-3-phenyl-ureido]-3-phenyl-propionylamino}-4-methyl-pentanoic acid methyl ester

There total 5 articles about (S)-2-{(S)-2-[3-(2-{1-[2-(2-Cyano-ethylamino)-ethyl]-3-[(S)-1-((S)-1-methoxycarbonyl-ethylcarbamoyl)-2-methyl-propyl]-ureido}-ethyl)-3-phenyl-ureido]-3-phenyl-propionylamino}-4-methyl-pentanoic acid 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: 84.0%

acrylonitrile (107-13-1,25014-41-9) + (S)-2-{(S)-2-[3-(2-{1-(2-Amino-ethyl)-3-[(S)-1-((S)-1-methoxycarbonyl-ethylcarbamoyl)-2-methyl-propyl]-ureido}-ethyl)-3-phenyl-ureido]-3-phenyl-propionylamino}-4-methyl-pentanoic acid methyl ester (416898-11-8) → (S)-2-{(S)-2-[3-(2-{1-[2-(2-Cyano-ethylamino)-ethyl]-3-[(S)-1-((S)-1-methoxycarbonyl-ethylcarbamoyl)-2-methyl-propyl]-ureido}-ethyl)-3-phenyl-ureido]-3-phenyl-propionylamino}-4-methyl-pentanoic acid methyl ester (416898-03-8)

Guidance literature:

In methanol; for 168h;

DOI:10.1016/S0040-4020(01)01092-4

Reference yield:

valylalanine methyl ester isocyanate (172980-45-9) → (S)-2-{(S)-2-[3-(2-{1-[2-(2-Cyano-ethylamino)-ethyl]-3-[(S)-1-((S)-1-methoxycarbonyl-ethylcarbamoyl)-2-methyl-propyl]-ureido}-ethyl)-3-phenyl-ureido]-3-phenyl-propionylamino}-4-methyl-pentanoic acid methyl ester (416898-03-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 99 percent / CH₂Cl₂ / 1 h

2: 75 percent / 1,2-dichloro-ethane / 36 h / Heating

3: 100 percent / TFA / CH₂Cl₂ / 1.5 h

4: 84 percent / methanol / 168 h

With trifluoroacetic acid; In methanol; dichloromethane; 1,2-dichloro-ethane;

DOI:10.1016/S0040-4020(01)01092-4

Reference yield:

[2-(2-Phenylamino-ethylamino)-ethyl]-carbamic acid tert-butyl ester (174497-02-0) → (S)-2-{(S)-2-[3-(2-{1-[2-(2-Cyano-ethylamino)-ethyl]-3-[(S)-1-((S)-1-methoxycarbonyl-ethylcarbamoyl)-2-methyl-propyl]-ureido}-ethyl)-3-phenyl-ureido]-3-phenyl-propionylamino}-4-methyl-pentanoic acid methyl ester (416898-03-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 99 percent / CH₂Cl₂ / 1 h

2: 75 percent / 1,2-dichloro-ethane / 36 h / Heating

3: 100 percent / TFA / CH₂Cl₂ / 1.5 h

4: 84 percent / methanol / 168 h

With trifluoroacetic acid; In methanol; dichloromethane; 1,2-dichloro-ethane;

DOI:10.1016/S0040-4020(01)01092-4

upstream raw materials:

acrylonitrile

(S)-2-{(S)-2-[3-(2-{1-(2-Amino-ethyl)-3-[(S)-1-((S)-1-methoxycarbonyl-ethylcarbamoyl)-2-methyl-propyl]-ureido}-ethyl)-3-phenyl-ureido]-3-phenyl-propionylamino}-4-methyl-pentanoic acid methyl ester

valylalanine methyl ester isocyanate

[2-(2-Phenylamino-ethylamino)-ethyl]-carbamic acid tert-butyl ester

Downstream raw materials:

(S)-2-{(S)-2-[3-(2-{1-[2-(2-Cyano-ethylamino)-ethyl]-3-[(S)-2-methyl-1-((S)-1-methylcarbamoyl-ethylcarbamoyl)-propyl]-ureido}-ethyl)-3-phenyl-ureido]-3-phenyl-propionylamino}-4-methyl-pentanoic acid methylamide

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