{(S)-1-[(S)-1-(2-Chloro-ethylcarbamoyl)-2-methyl-propylcarbamoyl]-3-phenyl-propyl}-carbamic acid benzyl ester

Base Information

• Chemical Name: {(S)-1-[(S)-1-(2-Chloro-ethylcarbamoyl)-2-methyl-propylcarbamoyl]-3-phenyl-propyl}-carbamic acid benzyl ester
• CAS No.: 146765-98-2
• Molecular Formula: C₂₅H₃₂ClN₃O₄
• Molecular Weight: 474

Synonyms:{(S)-1-[(S)-1-(2-Chloro-ethylcarbamoyl)-2-methyl-propylcarbamoyl]-3-phenyl-propyl}-carbamic acid benzyl ester

Chemical Property of {(S)-1-[(S)-1-(2-Chloro-ethylcarbamoyl)-2-methyl-propylcarbamoyl]-3-phenyl-propyl}-carbamic acid benzyl ester

Chemical Property:

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Technology Process of {(S)-1-[(S)-1-(2-Chloro-ethylcarbamoyl)-2-methyl-propylcarbamoyl]-3-phenyl-propyl}-carbamic acid benzyl ester

There total 4 articles about {(S)-1-[(S)-1-(2-Chloro-ethylcarbamoyl)-2-methyl-propylcarbamoyl]-3-phenyl-propyl}-carbamic acid benzyl 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: 42.0%

2-chloroethanamine hydrochloride (870-24-6) + (S)-2-((S)-2-Benzyloxycarbonylamino-4-phenyl-butyrylamino)-3-methyl-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester (146765-92-6) → {(S)-1-[(S)-1-(2-Chloro-ethylcarbamoyl)-2-methyl-propylcarbamoyl]-3-phenyl-propyl}-carbamic acid benzyl ester (146765-98-2)

Guidance literature:

With triethylamine; In tetrahydrofuran; water; at 5 ℃; for 3h;

DOI:10.1002/jps.2600820102

Reference yield:

Z-homophenylalanine (83793-44-6,127862-89-9,135911-27-2,138812-70-1) → {(S)-1-[(S)-1-(2-Chloro-ethylcarbamoyl)-2-methyl-propylcarbamoyl]-3-phenyl-propyl}-carbamic acid benzyl ester (146765-98-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 72 percent / dicyclohexylcarbodiimide (DCC) / tetrahydrofuran / 6 h / 24 °C

2: 43 percent / triethylamine / tetrahydrofuran; H₂O / 0.5 h / 24 °C

3: 53 percent / dicyclohexylcarbodiimide (DCC) / tetrahydrofuran / 4 h / 24 °C

4: 42 percent / triethylamine / tetrahydrofuran; H₂O / 3 h / 5 °C

With triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; water;

DOI:10.1002/jps.2600820102

Reference yield:

(S)-2-((S)-2-Benzyloxycarbonylamino-4-phenyl-butyrylamino)-3-methyl-butyric acid (146765-87-9) → {(S)-1-[(S)-1-(2-Chloro-ethylcarbamoyl)-2-methyl-propylcarbamoyl]-3-phenyl-propyl}-carbamic acid benzyl ester (146765-98-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 53 percent / dicyclohexylcarbodiimide (DCC) / tetrahydrofuran / 4 h / 24 °C

2: 42 percent / triethylamine / tetrahydrofuran; H₂O / 3 h / 5 °C

With triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; water;

DOI:10.1002/jps.2600820102

upstream raw materials:

2-chloroethanamine hydrochloride

(S)-2-((S)-2-Benzyloxycarbonylamino-4-phenyl-butyrylamino)-3-methyl-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester

Z-homophenylalanine

(S)-2-((S)-2-Benzyloxycarbonylamino-4-phenyl-butyrylamino)-3-methyl-butyric acid

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