(S)-1-Benzyl-3-methylpiperazine

Base Information

• Chemical Name: (S)-1-Benzyl-3-methylpiperazine
• CAS No.: 132871-12-6
• Molecular Formula: C12H18N2
• Molecular Weight: 190.288
• Hs Code.: 2933599590
• DSSTox Substance ID: DTXSID00426105
• Nikkaji Number: J1.837.870A
• Wikidata: Q72441544
• Mol file: 132871-12-6.mol

Synonyms:(S)-1-Benzyl-3-methylpiperazine;132871-12-6;(3S)-1-benzyl-3-methylpiperazine;(S)-2-METHYL-4-BENZYLPIPERAZINE;Piperazine, 3-methyl-1-(phenylmethyl)-, (3S)-;AB3085;SCHEMBL1826258;1-benzyl-3(S)-methylpiperazine;1-Benzyl-3alpha-methylpiperazine;DTXSID00426105;QOFUDSPYJDXBOF-NSHDSACASA-N;MFCD08062535;AKOS006280800;AS-44684;CS-0183105;A26340

Chemical Property of (S)-1-Benzyl-3-methylpiperazine

Chemical Property:

• Vapor Pressure: 0.00354mmHg at 25°C
• Melting Point: 31-33 °C
• Refractive Index: 1.529
• Boiling Point: 281.5°Cat760mmHg
• PKA: 9.31±0.40(Predicted)
• Flash Point: 112.3°C
• PSA: 15.27000
• Density: 0.991g/cm³
• LogP: 1.74700
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 190.146998583
• Heavy Atom Count: 14
• Complexity: 164

Purity/Quality:

98% or more ^*data from raw suppliers

(S)-1-Benzyl-3-methylpiperazine 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CN(CCN1)CC2=CC=CC=C2
• Isomeric SMILES: C[C@H]1CN(CCN1)CC2=CC=CC=C2

Technology Process of (S)-1-Benzyl-3-methylpiperazine

There total 13 articles about (S)-1-Benzyl-3-methylpiperazine 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: 98.0%

(3S)-1-benzyl-3-methylpiperazine-2,5-dione (132871-10-4) → (S)-3-Methyl-1-(phenylmethyl)piperazine (132871-12-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 37h;

DOI:10.1021/jm990337f

Reference yield: 85.0%

(S)-3-Methyl-1-(phenylmethyl)piperazin-2-one (170033-57-5,1094601-61-2) → (S)-3-Methyl-1-(phenylmethyl)piperazine (132871-12-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; Heating;

DOI:10.1021/jo00118a039

Reference yield:

(S)-2-methylpiperazine (74879-18-8) + benzyl bromide (100-39-0) → (S)-3-Methyl-1-(phenylmethyl)piperazine (132871-12-6)

Guidance literature:

With potassium carbonate; In methanol; dichloromethane; acetonitrile;

upstream raw materials:

(S)-3-Methyl-1-(phenylmethyl)piperazin-2-one

(3S)-1-benzyl-3-methylpiperazine-2,5-dione

methyl (S)-2-(2-chloroacetamido)propanoate

ethyl 2-(benzylamino)acetate

Downstream raw materials:

(2S)-4-benzyl-1-(4-bromo-3-methylphenyl)-2-methylpiperazine

(S)-2-(4-benzyl-2-methyl-piperazin-1-yl)-oxazolo[5,4-b]pyridine

(S)-2-methyl-piperazine-1-carboxylic acid tert-butyl ester

(S)-4-benzyl-1-(4-chlorophenyl)-2-methylpiperazine

Refernces

• 1、 Jida, Mouhamad,Ballet, Steven. "Efficient one-pot synthesis of enantiomerically pure: N -protected-α-substituted piperazines from readily available α-amino acids". supporting information. p. 1595 - 1599. Retrieved 2018/02/09.
• 2、 Maity, Prantik,Koenig, Burkhard. "Synthesis and structure of 1,4-dipiperazino benzenes: Chiral terphenyl-type peptide helix mimetics". supporting information; experimental part. p. 1473 - 1476. Retrieved 2009/04/10.