1-Benzyl-cis-3,5-dimethylpiperazine

Base Information

• Chemical Name: 1-Benzyl-cis-3,5-dimethylpiperazine
• CAS No.: 55115-99-6
• Molecular Formula: C₁₃H₂₀N₂
• Molecular Weight: 204.315
• DSSTox Substance ID: DTXSID80480023
• Nikkaji Number: J1.728.278F
• Wikidata: Q82314491
• Mol file: 55115-99-6.mol

Synonyms:55115-99-6;(3r,5s)-1-benzyl-3,5-dimethylpiperazine;(3S,5R)-1-Benzyl-3,5-dimethylpiperazine;1-Benzyl-cis-3,5-dimethylpiperazine;cis-1-Benzyl-3,5-dimethylpiperazine;cis-1-benzyl-3,5-dimethyl-piperazine;cis-4-benzyl-2,6-dimethylpiperazine;SCHEMBL3522692;DTXSID80480023;HTDQGGNOPNSEKT-TXEJJXNPSA-N;AKOS025296363;1-N-benzyl-(cis)3,5-dimethylpiperazine;1-N-benzyl-(cis)-3,5-dimethylpiperazine;CS-0001869

Chemical Property of 1-Benzyl-cis-3,5-dimethylpiperazine

Chemical Property:

• Vapor Pressure: 0.00194mmHg at 25°C
• Melting Point: 48-50 °C
• Boiling Point: 291.5°C at 760 mmHg
• PKA: 9.38±0.60(Predicted)
• Flash Point: 109.5°C
• PSA: 15.27000
• Density: 0.964g/cm³
• LogP: 2.13550
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 204.162648646
• Heavy Atom Count: 15
• Complexity: 177

Purity/Quality:

97% ^*data from raw suppliers

(3R,5S)-1-Benzyl-3,5-dimethylpiperazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CN(CC(N1)C)CC2=CC=CC=C2
• Isomeric SMILES: C[C@@H]1CN(C[C@@H](N1)C)CC2=CC=CC=C2
• Uses: (3R,5S)-1-Benzyl-3,5-dimethylpiperazine is a useful intermediate for the preparation of tricyclic indole-3-carboxamides which are structurally restricted analogs of bicyclic indoles that acts as potent CB1 cannabinoids receptor agonists.

Technology Process of 1-Benzyl-cis-3,5-dimethylpiperazine

There total 2 articles about 1-Benzyl-cis-3,5-dimethylpiperazine 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: 65.4%

benzyl bromide (100-39-0) + cis-2,6-dimethylpiperazine (21655-48-1,1013625-96-1) → (3R,5S)-1-benzyl-3,5-dimethylpiperazine (55115-99-6,475486-87-4)

Guidance literature:

With potassium carbonate; In acetonitrile; at 0 ℃; for 1.5h;

Reference yield:

→ (3R,5S)-1-benzyl-3,5-dimethylpiperazine (55115-99-6,475486-87-4)

Guidance literature:

4-Benzoyl-cis-2,6-dimethyl-3,5-diketo-piperazin in Ae., LiAlH4 in Ae. (Siedetemp., 6h);

DOI:10.1021/jm00332a029

Reference yield: 76.4%

methyl 2-(4-(bromomethyl)phenyl)acetate (7398-42-7) + (3R,5S)-1-benzyl-3,5-dimethylpiperazine (55115-99-6,475486-87-4) → methyl 2-(4-(((2S,6R)-4-benzyl-2,6-dimethylpiperazin-1-yl)methyl)phenyl)acetate

Guidance literature:

With caesium carbonate; In acetonitrile; at 20 ℃; for 5h;

upstream raw materials:

benzyl bromide

cis-2,6-dimethylpiperazine

Downstream raw materials:

1R-[4-(4-benzyl-2R,6S-dimethyl-piperazin-1-yl)pyrimidin-2-yl]ethyl butyrate

Butyric acid (S)-1-[4-((2S,6R)-4-benzyl-2,6-dimethyl-piperazin-1-yl)-pyrimidin-2-yl]-ethyl ester

rel-6-(((2R,6S)-4-benzyl-2,6-dimethyl-1-piperazinyl)carbonyl)-13-cyclohexyl-N-((dimethylamino)sulfonyl)-3-methoxy-7H-indolo[2,1-a][2]benzazepine-10-carboxamide

cis-1-(3-Cyanobenzenesulphonyl)-2,6-dimethyl-4-phenylmethylpiperazine