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

Base Information

• Chemical Name: (S)-2-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-3-phenyl-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester
• CAS No.: 146766-10-1
• Molecular Formula: C₂₆H₂₉N₃O₇
• Molecular Weight: 495.532

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

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

Chemical Property:

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

There total 3 articles about (S)-2-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-3-phenyl-propionic 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: 46.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + N-benzyloxycarbonyl-L-valyl-L-phenylalanine (19542-51-9) → (S)-2-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-3-phenyl-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester (146766-10-1)

Guidance literature:

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

DOI:10.1002/jps.2600820102

Reference yield:

2,5-dioxopyrrolidin-1-yl (2S)-2-(((benzyloxy)carbonyl)amino)-3-methylbutanoate (3496-11-5) → (S)-2-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-3-phenyl-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester (146766-10-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 31 percent / triethylamine / tetrahydrofuran; H₂O / 0.5 h / 24 °C

2: 46 percent / dicyclohexylcarbodiimide (DCC) / tetrahydrofuran / 4 h / 24 °C

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

DOI:10.1002/jps.2600820102

Reference yield:

(S)-N-(benzyloxycarbonyl)valine (1149-26-4) → (S)-2-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-3-phenyl-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester (146766-10-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 62 percent / dicyclohexylcarbodiimide (DCC) / tetrahydrofuran / 6 h / 24 °C

2: 31 percent / triethylamine / tetrahydrofuran; H₂O / 0.5 h / 24 °C

3: 46 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

N-benzyloxycarbonyl-L-valyl-L-phenylalanine

2,5-dioxopyrrolidin-1-yl (2S)-2-(((benzyloxy)carbonyl)amino)-3-methylbutanoate

(S)-N-(benzyloxycarbonyl)valine

Downstream raw materials:

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

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