Piperazine, 3,5-diMethyl-1-(phenylMethyl)-, (3S-trans)- (9CI)

Base Information

• Chemical Name: Piperazine, 3,5-diMethyl-1-(phenylMethyl)-, (3S-trans)- (9CI)
• CAS No.: 162240-95-1
• Molecular Formula: C13H20N2
• Molecular Weight: 204.315
• Mol file: 162240-95-1.mol

Synonyms:Piperazine, 3,5-diMethyl-1-(phenylMethyl)-, (3S-trans)- (9CI);(3S, 5S)-cis-1-Benzyl-3,5-dimethyl-piperazine

Chemical Property of Piperazine, 3,5-diMethyl-1-(phenylMethyl)-, (3S-trans)- (9CI)

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Boiling Point: 291.506°C at 760 mmHg
• PKA: 9.38±0.60(Predicted)
• Flash Point: 109.461°C
• PSA: 15.27000
• Density: 0.964g/cm³
• LogP: 2.13550

Purity/Quality:

97% ^*data from raw suppliers

(3S,5S)-1-Benzyl-3,5-dimethyl-piperazine 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Piperazine, 3,5-diMethyl-1-(phenylMethyl)-, (3S-trans)- (9CI)

There total 13 articles about Piperazine, 3,5-diMethyl-1-(phenylMethyl)-, (3S-trans)- (9CI) 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: 93.0%

(3S,5S)-3,5-Dimethyl-1-(phenylmethyl)piperazin-2-one (170211-02-6) → (3S,5S)-3,5-Dimethyl-1-(phenylmethyl)piperazine (162240-95-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; 1.) room temp., 0.5 h; 2.) reflux, 6h;

DOI:10.1021/jo00118a039

Reference yield: 66.0%

(R)-1-<(2(S)-Aminopropane)(phenylmethyl)amino>-2-propanol (162150-54-1) → (3S,5S)-3,5-Dimethyl-1-(phenylmethyl)piperazine (162240-95-1)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; for 2.5h; Ambient temperature;

DOI:10.1021/jo00118a039

Reference yield:

(S)-2-Amino-N,N-dibenzyl-propionamide (170033-63-3) → (3S,5S)-3,5-Dimethyl-1-(phenylmethyl)piperazine (162240-95-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) BH₃-DMS; 2.) 50percent aq. KOH / 1.) THF, room temp., 48 h, 2.) reflux, 24 h

2: NEt₃ / CH₂Cl₂ / 1.) 0 deg C, 2 h; 2.) room temp., 2 h

3: 1.) conc. aq. HCl, H₂, 2.) p-toluenesulfonic acid / 1.) 5percent Pd/C / 1.) EtOH, 4 psi, 2 h, 2.) EtOH, reflux, 16 h

4: 93 percent / LAH / tetrahydrofuran / 1.) room temp., 0.5 h; 2.) reflux, 6h

With hydrogenchloride; potassium hydroxide; lithium aluminium tetrahydride; dimethylsulfide borane complex; hydrogen; toluene-4-sulfonic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo00118a039

upstream raw materials:

(R)-1-<(2(S)-Aminopropane)(phenylmethyl)amino>-2-propanol

(3S,5S)-3,5-Dimethyl-1-(phenylmethyl)piperazin-2-one

(R)-1-<(Phenylmethyl)amino>-2-propanol

benzaldehyde

Downstream raw materials:

C₃₂H₅₀FN₅O₃

4-[(2S,6S)-4-benzyl-2,6-dimethylpiperazin-1-yl]-1-methylpyrazolo[3,4-d]pyrimidin-6-amine

2-amino-4-[(2S,6S)-4-benzyl-2,6-dimethylpiperazin-1-yl]-6-chloropyrimidine-5-carbaldehyde

(2S,6S)-2,6-dimethylpiperazine dihydrochloride