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

Base Information

• Chemical Name: (S)-2-((S)-2-Benzyloxycarbonylamino-2-phenyl-acetylamino)-3-methyl-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester
• CAS No.: 146765-89-1
• Molecular Formula: C₂₅H₂₇N₃O₇
• Molecular Weight: 481.505

Synonyms:(S)-2-((S)-2-Benzyloxycarbonylamino-2-phenyl-acetylamino)-3-methyl-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester

Chemical Property of (S)-2-((S)-2-Benzyloxycarbonylamino-2-phenyl-acetylamino)-3-methyl-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester

Chemical Property:

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Technology Process of (S)-2-((S)-2-Benzyloxycarbonylamino-2-phenyl-acetylamino)-3-methyl-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester

There total 3 articles about (S)-2-((S)-2-Benzyloxycarbonylamino-2-phenyl-acetylamino)-3-methyl-butyric acid 2,5-dioxo-pyrrolidin-1-yl 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: 52.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + (S)-2-((S)-2-Benzyloxycarbonylamino-2-phenyl-acetylamino)-3-methyl-butyric acid (146863-48-1) → (S)-2-((S)-2-Benzyloxycarbonylamino-2-phenyl-acetylamino)-3-methyl-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester (146765-89-1)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; at 24 ℃; for 4h;

DOI:10.1002/jps.2600820102

Reference yield:

(S)-N-(benzyloxycarbonyl)phenylglycine (5491-18-9,17609-52-8,53990-33-3,60584-76-1) → (S)-2-((S)-2-Benzyloxycarbonylamino-2-phenyl-acetylamino)-3-methyl-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester (146765-89-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 74 percent / dicyclohexylcarbodiimide (DCC) / tetrahydrofuran / 6 h / 24 °C

2: 46 percent / triethylamine / tetrahydrofuran; H₂O / 0.5 h / 24 °C

3: 52 percent / dicyclohexylcarbodiimide (DCC) / tetrahydrofuran / 4 h / 24 °C

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

DOI:10.1002/jps.2600820102

Reference yield:

Z-PhGly-OSu (146118-22-1) → (S)-2-((S)-2-Benzyloxycarbonylamino-2-phenyl-acetylamino)-3-methyl-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester (146765-89-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 46 percent / triethylamine / tetrahydrofuran; H₂O / 0.5 h / 24 °C

2: 52 percent / dicyclohexylcarbodiimide (DCC) / tetrahydrofuran / 4 h / 24 °C

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

DOI:10.1002/jps.2600820102

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

(S)-2-((S)-2-Benzyloxycarbonylamino-2-phenyl-acetylamino)-3-methyl-butyric acid

(S)-N-(benzyloxycarbonyl)phenylglycine

Z-PhGly-OSu

Downstream raw materials:

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

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