1-(3-Methyl-2-butenyl)-4-(2-(3-hydroxyphenyl)-1-phenylethyl)piperazine

Base Information

• Chemical Name: 1-(3-Methyl-2-butenyl)-4-(2-(3-hydroxyphenyl)-1-phenylethyl)piperazine
• CAS No.: 83374-58-7
• Molecular Formula: C23H30N2O
• Molecular Weight: 350.4971
• UNII: 7YT87DVF55
• DSSTox Substance ID: DTXSID00997906
• Wikipedia: AD-1211
• Wikidata: Q4650970
• ChEMBL ID: CHEMBL1193343
• Mol file: 83374-58-7.mol

Synonyms:1-(3-methyl-2-butenyl)-4-(2-(3-hydroxyphenyl)-1-phenylethyl)piperazine;1-(3-methyl-2-butenyl)-4-(2-(3-hydroxyphenyl)-1-phenylethyl)piperazine dihydrochloride;1-MBHPPEP;AD-1211

Chemical Property of 1-(3-Methyl-2-butenyl)-4-(2-(3-hydroxyphenyl)-1-phenylethyl)piperazine

Chemical Property:

• Melting Point: 186 - 187 °C
• PSA: 26.71000
• LogP: 4.13560
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 350.235813585
• Heavy Atom Count: 26
• Complexity: 432

Purity/Quality:

99% ,98%,Electron Grade , ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=CCN1CCN(CC1)C(CC2=CC(=CC=C2)O)C3=CC=CC=C3)C

Technology Process of 1-(3-Methyl-2-butenyl)-4-(2-(3-hydroxyphenyl)-1-phenylethyl)piperazine

There total 9 articles about 1-(3-Methyl-2-butenyl)-4-(2-(3-hydroxyphenyl)-1-phenylethyl)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:

(+/-)-N-<2-(3-hydroxyphenyl)-1-phenylethyl>piperazine (61311-64-6) + prenyl bromide (870-63-3) → (-)-1-(3-methyl-2-butenyl)-4-<2-(3-hydroxyphenyl)-1-phenylethyl>piperazine (83374-58-7)

Guidance literature:

With sodium bicarbonate; In dimethyl sulfoxide; benzene;

Reference yield:

(+/-)-2-(3-hydroxyphenyl)-1-phenylethylamine (61311-57-7) + 1-(3-methylbut-2-enyl)-bis(2-chloroethyl)amine hydrochloride → (-)-1-(3-methyl-2-butenyl)-4-<2-(3-hydroxyphenyl)-1-phenylethyl>piperazine (83374-58-7)

Guidance literature:

With sodium bicarbonate; In ethanol;

Reference yield:

(+/-)-1-benzyl-4-<2-(3-methoxyphenyl)-1-phenylethyl>piperazine dihydrochloride (61311-75-9) → (-)-1-(3-methyl-2-butenyl)-4-<2-(3-hydroxyphenyl)-1-phenylethyl>piperazine (83374-58-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 70 percent / H₂, AcOH / 5percent Pd/C

2: 47percent aq. HBr, AcOH / 0.5 h / Heating

3: 89 percent / K₂CO₃ / methanol; H₂O / 1 h / Ambient temperature

4: sodium bis(2-methoxyethoxy)aluminum hydride (Vitride) / tetrahydrofuran; toluene / 2.5 h / Ambient temperature

With hydrogen bromide; hydrogen; potassium carbonate; acetic acid; sodium bis(2-methoxyethoxy)aluminium dihydride; palladium on activated charcoal; In tetrahydrofuran; methanol; water; toluene;

DOI:10.1021/jm00393a017

upstream raw materials:

(-)-1-(3-methylcrotonyl)-4-<2-(3-hydroxyphenyl)-1-phenylethyl>piperazine

3,3-Dimethylacryloyl chloride

(+/-)-N-<2-(3-hydroxyphenyl)-1-phenylethyl>piperazine

(+/-)-N-<2-(3-methoxyphenyl)-1-phenylethyl>piperazine dihydrochloride

Downstream raw materials:

(+)-1-(3-methyl-2-butenyl)-4-<2-(3-hydroxyphenyl)-1-phenylethyl>piperazine

(-)-1-(3-methyl-2-butenyl)-4-<2-(3-hydroxyphenyl)-1-phenylethyl>piperazine