6-Epi-aloperine

Base Information

• Chemical Name: 6-Epi-aloperine
• CAS No.: 56293-29-9
• Molecular Formula: C15H24N2
• Molecular Weight: 232.369
• European Community (EC) Number: 637-202-9
• Nikkaji Number: J1.819.878I

Synonyms:6-epi-aloperine;Alop1 compound;aloperine

Chemical Property of 6-Epi-aloperine

Chemical Property:

• Appearance/Colour: yellow crystalline powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 67-72 °C
• Refractive Index: 1.583
• Boiling Point: 367.7 °C at 760 mmHg
• PKA: 10.31±0.20(Predicted)
• Flash Point: 155.8 °C
• PSA: 15.27000
• Density: 1.1g/cm³
• LogP: 2.43570
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 232.193948774
• Heavy Atom Count: 17
• Complexity: 336

Purity/Quality:

99% ^*data from raw suppliers

Aloperine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN2CC3CC(C2C1)C=C4C3NCCC4
• Isomeric SMILES: C1CCN2C[C@@H]3C[C@H]([C@@H]2C1)C=C4[C@H]3NCCC4
• Description: The structure of this alkaloid from Sophora alopercuroides has recently been established from NMR and mass spectrometry.
• Uses: Aloperine is a quinolizidine alkaloid with potential to treat inflammatory and allergic diseases.

Technology Process of 6-Epi-aloperine

There total 20 articles about 6-Epi-aloperine 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: 88.0%

(6R,7R,13S,15S)-1-(p-toluenesulfonyl)-tetradecahydro-6,13-methano-dipyrido<1,2-a;3',2'-e>azocin-12-one (220384-63-4) → (+)-aloperine (56293-29-9)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether; for 18h; Ambient temperature;

DOI:10.1021/ja983013+

Reference yield:

1-(p-toluenesulfonyl)-piperidin-3-ol (220384-68-9) → (+)-aloperine (56293-29-9)

Guidance literature:

Multi-step reaction with 12 steps

1: aq. CrO₃, H₂SO₄ / acetone / 2 h / Ambient temperature

2: 1.) LHMDS / 1.) THF, from -78 deg C to 0 deg C, 2.) THF, -78 deg C

3: 83 percent / n-Bu₄NOTf, aq. K₂CO₃, 14 percent Pd(OAc)2 / dimethylformamide / 14 h / 55 °C

4: 2,6-lutidine / CH₂Cl₂ / 0.17 h / Ambient temperature

5: MeOH / CH₂Cl₂ / 0.25 h / Ambient temperature

6: Et₃N / CH₂Cl₂ / 3 h

7: pyridine*HF / 2 h / Ambient temperature

8: 1,3,5-trimethyl-benzene / 3.5 h / 165 °C

9: 63 percent / KF, KHCO₃, 30 percent aq. H₂O₂ / tetrahydrofuran; methanol / 1.5 h / Heating

10: pyridine, DMAP / CH₂Cl₂ / 0.5 h / Ambient temperature

11: AIBN, tributyltin hydride / benzene / 1 h / Heating

12: 88 percent / LiAlH₄ / tetrahydrofuran; diethyl ether / 18 h / Ambient temperature

With pyridine; 2,6-dimethylpyridine; chromium(VI) oxide; methanol; dmap; palladium diacetate; potassium fluoride; lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); sulfuric acid; dihydrogen peroxide; tri-n-butyl-tin hydride; tetrabutylammonium trifluoromethylsulfonate; potassium carbonate; potassium hydrogencarbonate; pyridine hydrogenfluoride; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetone; 1,3,5-trimethyl-benzene; benzene;

DOI:10.1021/ja983013+

Reference yield:

1-(p-toluenesulfonyl)-piperidin-3-one (220384-55-4) → (+)-aloperine (56293-29-9)

Guidance literature:

Multi-step reaction with 11 steps

1: 1.) LHMDS / 1.) THF, from -78 deg C to 0 deg C, 2.) THF, -78 deg C

2: 83 percent / n-Bu₄NOTf, aq. K₂CO₃, 14 percent Pd(OAc)2 / dimethylformamide / 14 h / 55 °C

3: 2,6-lutidine / CH₂Cl₂ / 0.17 h / Ambient temperature

4: MeOH / CH₂Cl₂ / 0.25 h / Ambient temperature

5: Et₃N / CH₂Cl₂ / 3 h

6: pyridine*HF / 2 h / Ambient temperature

7: 1,3,5-trimethyl-benzene / 3.5 h / 165 °C

8: 63 percent / KF, KHCO₃, 30 percent aq. H₂O₂ / tetrahydrofuran; methanol / 1.5 h / Heating

9: pyridine, DMAP / CH₂Cl₂ / 0.5 h / Ambient temperature

10: AIBN, tributyltin hydride / benzene / 1 h / Heating

11: 88 percent / LiAlH₄ / tetrahydrofuran; diethyl ether / 18 h / Ambient temperature

With pyridine; 2,6-dimethylpyridine; methanol; dmap; palladium diacetate; potassium fluoride; lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); dihydrogen peroxide; tri-n-butyl-tin hydride; tetrabutylammonium trifluoromethylsulfonate; potassium carbonate; potassium hydrogencarbonate; pyridine hydrogenfluoride; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; 1,3,5-trimethyl-benzene; benzene;

DOI:10.1021/ja983013+

upstream raw materials:

(6R,7R,13S,15S)-1-(p-toluenesulfonyl)-tetradecahydro-6,13-methano-dipyrido<1,2-a;3',2'-e>azocin-12-one

N-benzyl-aloperine

1-benzyl-8-hydroxymethyl-6-piperidin-2-yl-1,2,3,4,6,7,8,8a-octahydro-1H-quinoline

1-benzyl-2-oxo-6-piperidin-2-yl-1,2,3,4,6,7,8,8a-octahydro-quinoline-8-carboxylic acid methyl ester

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 56293-29-9 ALOPERINE

Send

Send

Metric Ton KG G Pound L ML

Send

Send