(R)-2-Benzyloxycarbonylamino-4-phenyl-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester

Base Information

• Chemical Name: (R)-2-Benzyloxycarbonylamino-4-phenyl-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester
• CAS No.: 146765-86-8
• Molecular Formula: C₂₂H₂₂N₂O₆
• Molecular Weight: 410.426
• Mol file: 146765-86-8.mol

Synonyms:(R)-2-Benzyloxycarbonylamino-4-phenyl-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester

Chemical Property of (R)-2-Benzyloxycarbonylamino-4-phenyl-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

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Technology Process of (R)-2-Benzyloxycarbonylamino-4-phenyl-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester

There total 1 articles about (R)-2-Benzyloxycarbonylamino-4-phenyl-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: 57.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + Cbz-D-homoPhe-OH (138812-70-1) → (R)-2-Benzyloxycarbonylamino-4-phenyl-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester (146765-86-8)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; at 24 ℃; for 6h;

DOI:10.1002/jps.2600820102

Reference yield: 30.0%

D-Val-OH (640-68-6,25609-85-2,7004-03-7,921-10-8) + (R)-2-Benzyloxycarbonylamino-4-phenyl-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester (146765-86-8) → (R)-2-((R)-2-Benzyloxycarbonylamino-4-phenyl-butyrylamino)-3-methyl-butyric acid (146765-88-0)

Guidance literature:

With triethylamine; In tetrahydrofuran; water; at 24 ℃; for 0.5h;

DOI:10.1002/jps.2600820102

Reference yield:

(R)-2-Benzyloxycarbonylamino-4-phenyl-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester (146765-86-8) → {(R)-1-[(R)-1-(2-Chloro-ethylcarbamoyl)-2-methyl-propylcarbamoyl]-3-phenyl-propyl}-carbamic acid benzyl ester (146765-99-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 30 percent / triethylamine / tetrahydrofuran; H₂O / 0.5 h / 24 °C

2: 34 percent / dicyclohexylcarbodiimide (DCC) / tetrahydrofuran / 4 h / 24 °C

3: 38 percent / triethylamine / tetrahydrofuran; H₂O / 3 h / 5 °C

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

DOI:10.1002/jps.2600820102

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

Cbz-D-homoPhe-OH

Downstream raw materials:

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

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

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