1-BENZYL-2(S)-ISOPROPYL-PIPERAZINE

Base Information

• Chemical Name: 1-BENZYL-2(S)-ISOPROPYL-PIPERAZINE
• CAS No.: 220663-44-5
• Molecular Formula: C14H18N2O2
• Molecular Weight: 246.309
• Mol file: 220663-44-5.mol

Synonyms:1-benzyl-2,5-dimethyl-1H-pyrrole-3-carboxylic acid;1-benzyl-2,5-dimethyl-pyrrole-3-carboxylic acid;1-Benzyl-2,5-dimethyl-4-carboxy-pyrrol;

Chemical Property of 1-BENZYL-2(S)-ISOPROPYL-PIPERAZINE

Chemical Property:

• Vapor Pressure: 0.000633mmHg at 25°C
• Boiling Point: 309.6oC at 760 mmHg
• Flash Point: 112.8oC
• PSA: 15.27000
• Density: 0.974g/cm3
• LogP: 2.38310

Purity/Quality:

98%min ^*data from raw suppliers

(S)-1-BENZYL-2-ISOPROPYLPIPERAZINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-BENZYL-2(S)-ISOPROPYL-PIPERAZINE

There total 10 articles about 1-BENZYL-2(S)-ISOPROPYL-PIPERAZINE 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: 24.0%

benzyl bromide (100-39-0) + (2S)-isopropylpiperazine-3,6-dione (16944-60-8) → (S)-1-benzyl-3-isopropylpiperazine-2,5-dione (220663-44-5)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1021/ja028403h

Reference yield:

methyl (S)-2-(2-chloroacetylamino)-2,3-dimethylbutanoate (1492-06-4,1492-16-6) + benzylamine (100-46-9) → (R)-1-Benzyl-3-isopropyl-piperazine-2,5-dione (479681-62-4) + (S)-1-benzyl-3-isopropylpiperazine-2,5-dione (220663-44-5)

Guidance literature:

With triethylamine; In butan-1-ol; at 180 ℃; for 0.5h; Overall yield = 72 percent; Overall yield = 528 mg; Sealed tube; Microwave irradiation;

DOI:10.1080/00397911.2019.1671983

Reference yield:

t-Boc-L-valine (13734-41-3) → (S)-1-benzyl-3-isopropylpiperazine-2,5-dione (220663-44-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: methanol / 0.5 h / 20 °C

1.2: 6 h / 20 °C

2.1: acetic acid / 2 h / 160 °C / Sealed tube

With acetic acid; In methanol; 1.1: |Ugi Condensation / 1.2: |Ugi Condensation;

DOI:10.1039/c7nj04039c

upstream raw materials:

(S)-N-(benzyloxycarbonyl)valine

ethyl 2-(benzylamino)acetate

benzyl bromide

(2S)-isopropylpiperazine-3,6-dione

Downstream raw materials:

(S)-2-Benzyl-4-isopropyl-1,2-dihydro-2,4a,9-triaza-anthracene-3,10-dione

(S)-1-benzyl-3-isopropyl-4-(4-methoxybenzyl)piperazine-2,5-dione

C₂₂H₂₆N₂O₃C₂₂H₂₆N₂O₃C₈H₆