1-Benzyloxycarbonylamino-cyclopropanecarboxylic acid 2,5-dioxo-pyrrolidin-1-yl ester

Base Information

• Chemical Name: 1-Benzyloxycarbonylamino-cyclopropanecarboxylic acid 2,5-dioxo-pyrrolidin-1-yl ester
• CAS No.: 145122-58-3
• Molecular Formula: C₁₆H₁₆N₂O₆
• Molecular Weight: 332.313
• Mol file: 145122-58-3.mol

Synonyms:1-Benzyloxycarbonylamino-cyclopropanecarboxylic acid 2,5-dioxo-pyrrolidin-1-yl ester

Chemical Property of 1-Benzyloxycarbonylamino-cyclopropanecarboxylic acid 2,5-dioxo-pyrrolidin-1-yl ester

Chemical Property:

Purity/Quality:

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Technology Process of 1-Benzyloxycarbonylamino-cyclopropanecarboxylic acid 2,5-dioxo-pyrrolidin-1-yl ester

There total 2 articles about 1-Benzyloxycarbonylamino-cyclopropanecarboxylic 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: 79.2%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + (benzyloxycarbonylamino)cyclopropanecarboxylic acid (84677-06-5) → 1-Benzyloxycarbonylamino-cyclopropanecarboxylic acid 2,5-dioxo-pyrrolidin-1-yl ester (145122-58-3)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; for 18h; Ambient temperature;

DOI:10.1139/v92-171

Reference yield:

N-(Benzyloxycarbonyloxy)succinimide (13139-17-8) → 1-Benzyloxycarbonylamino-cyclopropanecarboxylic acid 2,5-dioxo-pyrrolidin-1-yl ester (145122-58-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 43 percent / NaHCO₃ / tetrahydrofuran; H₂O / 16 h / Ambient temperature

2: 79.2 percent / dicyclohexylcarbodiimide / tetrahydrofuran / 18 h / Ambient temperature

With sodium hydrogencarbonate; dicyclohexyl-carbodiimide; In tetrahydrofuran; water;

DOI:10.1139/v92-171

Reference yield: 97.5%

glycine ethyl ester hydrochloride (623-33-6) + 1-Benzyloxycarbonylamino-cyclopropanecarboxylic acid 2,5-dioxo-pyrrolidin-1-yl ester (145122-58-3) → [(1-benzyloxycarbonylaminocyclopropanecarbonyl)amino]acetic acid ethyl ester (145122-59-4)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; water; for 18h; Ambient temperature;

DOI:10.1139/v92-171

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

(benzyloxycarbonylamino)cyclopropanecarboxylic acid

N-(Benzyloxycarbonyloxy)succinimide

Downstream raw materials:

[(1-benzyloxycarbonylaminocyclopropanecarbonyl)amino]acetic acid ethyl ester