1-Piperazinecarboxylic acid, 3,6-dioxo-4-(phenylmethyl)-2-(2-propynyl)-, methyl ester

Base Information

• Chemical Name: 1-Piperazinecarboxylic acid, 3,6-dioxo-4-(phenylmethyl)-2-(2-propynyl)-, methyl ester
• CAS No.: 561303-39-7
• Molecular Formula: C16H16N2O4
• Molecular Weight: 300.30900
• Hs Code.: 2933599090
• Mol file: 561303-39-7.mol

Synonyms:

Chemical Property of 1-Piperazinecarboxylic acid, 3,6-dioxo-4-(phenylmethyl)-2-(2-propynyl)-, methyl ester

Chemical Property:

• PSA: 66.92000
• LogP: 0.89150

Purity/Quality:

≥99% ^*data from raw suppliers

Methyl4-benzyl-3,6-dioxo-2-(prop-2-yn-1-yl)piperazine-1-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Piperazinecarboxylic acid, 3,6-dioxo-4-(phenylmethyl)-2-(2-propynyl)-, methyl ester

There total 3 articles about 1-Piperazinecarboxylic acid, 3,6-dioxo-4-(phenylmethyl)-2-(2-propynyl)-, methyl 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: 84.0%

methyl chloroformate (79-22-1) + 1-benzyl-3-prop-2-ynylpiperazine-2,5-dione (561303-30-8) → 4-benzyl-3,6-dioxo-2-prop-2-ynylpiperazine-1-carboxylic acid methyl ester (561303-39-7)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 20h;

DOI:10.1021/jo0342572

Reference yield:

Boc-His(Bzl)-OH (20898-44-6,81018-79-3) → 4-benzyl-3,6-dioxo-2-prop-2-ynylpiperazine-1-carboxylic acid methyl ester (561303-39-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxy-7-azabenzotriazole / CH₂Cl₂ / 24 h / 20 °C

2.1: trifluoroacetic acid / CH₂Cl₂ / 4 h / 20 °C

2.2: 0.65 g / NaHCO₃ / H₂O; ethyl acetate / 20 h / 20 °C

3.1: 84 percent / 4-dimethylaminopyridine; triethylamine / CH₂Cl₂ / 20 h / 20 °C

With dmap; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jo0342572

Reference yield:

{benzyl-[3-(1-benzyl-1H-imidazol-4-yl)-2-tert-butoxycarbonylamino-propionyl]-amino}-acetic acid methyl ester (1027236-10-7) → 4-benzyl-3,6-dioxo-2-prop-2-ynylpiperazine-1-carboxylic acid methyl ester (561303-39-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: trifluoroacetic acid / CH₂Cl₂ / 4 h / 20 °C

1.2: 0.65 g / NaHCO₃ / H₂O; ethyl acetate / 20 h / 20 °C

2.1: 84 percent / 4-dimethylaminopyridine; triethylamine / CH₂Cl₂ / 20 h / 20 °C

With dmap; triethylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jo0342572

upstream raw materials:

methyl chloroformate

1-benzyl-3-prop-2-ynylpiperazine-2,5-dione

Boc-His(Bzl)-OH

{benzyl-[3-(1-benzyl-1H-imidazol-4-yl)-2-tert-butoxycarbonylamino-propionyl]-amino}-acetic acid methyl ester

Refernces