(R)-1,3-dibenzylpiperazine

Base Information

• Chemical Name: (R)-1,3-dibenzylpiperazine
• CAS No.: 169458-69-9
• Molecular Formula: C18H22N2
• Molecular Weight: 266.386
• Mol file: 169458-69-9.mol

Synonyms:(R)-1,3-dibenzylpiperazine;(3R)-1,3-dibenzylpiperazine;(3R)-1,3-Bis(phenylmethyl)piperazine;Piperazine, 1,3-bis(phenylmethyl)-, (3R)-

Chemical Property of (R)-1,3-dibenzylpiperazine

Chemical Property:

• Boiling Point: 391.5±27.0 °C(Predicted)
• PKA: 9.25±0.40(Predicted)
• PSA: 15.27000
• Density: 1.064
• LogP: 2.96980

Purity/Quality:

98% ^*data from raw suppliers

(R)-1,3-Dibenzylpiperazine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-1,3-dibenzylpiperazine

There total 14 articles about (R)-1,3-dibenzylpiperazine 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:

1-Benzyl-3(R)-(benzyl)-piperazine-2,5-dione (208840-35-1) → (R)-1,3-dibenzylpiperazine (169458-69-9)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; enantioselective reaction; Reflux;

DOI:10.1016/j.bmcl.2013.04.061

Reference yield:

C18H20N2 → (3S)-1,3-dibenzylpiperazine (204327-96-8) + (R)-1,3-dibenzylpiperazine (169458-69-9)

Guidance literature:

With [(1S,2S)-N-(p-toluensulfonyl)-1,2-diphenylethanediamine](p-cymene)ruthenium (I); formic acid; triethylamine; In N,N-dimethyl-formamide; at 23 ℃; Overall yield = 0.042g; enantioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.6b01884

Reference yield:

C25H32N2O5 (481038-73-7) → (R)-1,3-dibenzylpiperazine (169458-69-9)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogenchloride; sodium carbonate / 1,4-dioxane; water

2: 1,2-dichloro-ethane / 60 °C

3: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Reflux

With hydrogenchloride; lithium aluminium tetrahydride; sodium carbonate; In tetrahydrofuran; 1,4-dioxane; water; 1,2-dichloro-ethane;

DOI:10.1016/j.bmcl.2013.04.061

upstream raw materials:

C₂₅H₃₂N₂O₅

1-Benzyl-3(R)-(benzyl)-piperazine-2,5-dione

benzaldehyde

tert-butyl {2-[benzylamino]ethyl}carbamate

Downstream raw materials:

C₁₉H₂₀N₂O

C₂₀H₂₄N₂O₂

(R)-2-(2-Bromophenoxy)-1-(2,4-dibenzylpiperazin-1-yl)ethanone

C₃₂H₃₃N₃O

Refernces

• 1、 Lau, Ying Yin,Zhai, Huimin,Schafer, Laurel L.. "Catalytic Asymmetric Synthesis of Morpholines. Using Mechanistic Insights to Realize the Enantioselective Synthesis of Piperazines". . p. 8696 - 8709. Retrieved 2016/10/14.
• 2、 -. "Piperazine derivatives". . . Retrieved 2008/06/13.