(2R,6S)-2,6-Dimethyl-1-(1-methylethyl)piperazine

Base Information

• Chemical Name: (2R,6S)-2,6-Dimethyl-1-(1-methylethyl)piperazine
• CAS No.: 226575-84-4
• Molecular Formula: C9H20 N2
• Molecular Weight: 156.271
• DSSTox Substance ID: DTXSID10441985
• Wikidata: Q82259018
• Mol file: 226575-84-4.mol

Synonyms:226575-84-4;(2R,6S)-2,6-DIMETHYL-1-(1-METHYLETHYL)PIPERAZINE;(2R,6S)-2,6-Dimethyl-1-(propan-2-yl)piperazine;PIPERAZINE, 2,6-DIMETHYL-1-(1-METHYLETHYL)-, (2R,6S)-REL- (9CI);(2R,6S)-2,6-dimethyl-1-propan-2-ylpiperazine;SCHEMBL459192;DTXSID10441985;MZNKZMVNGQSWIW-DTORHVGOSA-N;(2S,6R)-1-isopropyl-2,6-dimethylpiperazine;(2S,6R)-2,6-dimethyl-1-propan-2-ylpiperazine;EN300-2993706

Chemical Property of (2R,6S)-2,6-Dimethyl-1-(1-methylethyl)piperazine

Chemical Property:

• PSA: 15.27000
• LogP: 1.34370
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 156.162648646
• Heavy Atom Count: 11
• Complexity: 113

Purity/Quality:

99%min ^*data from raw suppliers

(2R,6S)-2,6-Dimethyl-1-(1-methylethyl)piperazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CNCC(N1C(C)C)C
• Isomeric SMILES: C[C@@H]1CNC[C@@H](N1C(C)C)C

Technology Process of (2R,6S)-2,6-Dimethyl-1-(1-methylethyl)piperazine

There total 5 articles about (2R,6S)-2,6-Dimethyl-1-(1-methylethyl)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: 90.0%

tert-butyl 4-isopropyl-cis-3,5-dimethyl-1-piperazinecarboxylate (226575-83-3) → (2R,6S)-2,6-dimethyl-1-(1-methylethyl)piperazine (226575-84-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1021/jm9801307

Reference yield:

rac-(3S,5R)-tert-butyl 4-isopropyl-3,5-dimethylpiperazine-1-carboxylate → (2R,6S)-2,6-dimethyl-1-(1-methylethyl)piperazine (226575-84-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 - 25 ℃; for 16h; Inert atmosphere;

Reference yield:

cis-2,6-dimethylpiperazine (21655-48-1,1013625-96-1) → (2R,6S)-2,6-dimethyl-1-(1-methylethyl)piperazine (226575-84-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / CH₂Cl₂ / 16 h / Ambient temperature

2: 41 percent / K₂CO₃ / acetonitrile / 168 h / Heating

3: 90 percent / TFA / CH₂Cl₂ / 1 h / 0 °C

With potassium carbonate; trifluoroacetic acid; In dichloromethane; acetonitrile;

DOI:10.1021/jm9801307

upstream raw materials:

tert-butyl 4-isopropyl-cis-3,5-dimethyl-1-piperazinecarboxylate

(3S,5R)-3,5-dimethylpiperazine-1-carboxylic acid tert-butyl ester

cis-2,6-dimethylpiperazine

rac-(3S,5R)-tert-butyl 3,5-dimethylpiperazine-1-carboxylate

Downstream raw materials:

6-bromo-4-(5-{[(3R,5S)-3,5-dimethyl-4-(1-methylethyl)-1-piperazinyl]methyl}-1,3,4-oxadiazol-2-yl)-1-(phenylsulfonyl)-1H-indazole

N-[5-[4-(5-{[(3R,5S)-3,5-dimethyl-4-(1-methylethyl)-1-piperazinyl]methyl}-1,3,4-oxadiazol-2-yl)-1H-indazol-6-yl]-2-(methyloxy)-3-pyridinyl]-2,4-difluorobenzenesulfonamide

C₃₇H₃₈F₂N₈O₆S₂

C₃₂H₃₈N₈O₆S₂

Refernces

• 1、 Jacobsen, E. Jon,Stelzer, Lindsay S.,TenBrink, Ruth E.,Belonga, Kenneth L.,Carter, Donald B.,Im, Haesook K.,Im, Wha Bin,Sethy, Vimala H.,Tang, Andy H.,VonVoigtlander, Philip F.,Petke, James D.,Zhong, Wei-Zhu,Mickelson, John W.. "Piperazine imidazo[1,5-a]quinoxaline ureas as high-affinity GABA(A) ligands of dual functionality". . p. 1123 - 1144. Retrieved 2007/10/03.