Xylopine

Base Information

• Chemical Name: Xylopine
• CAS No.: 517-71-5
• Molecular Formula: C₁₈H₁₇NO₃
• Molecular Weight: 295.338
• UNII: NNZ7TH999H
• DSSTox Substance ID: DTXSID70965975
• Nikkaji Number: J13.983A
• Wikipedia: Xylopine
• Wikidata: Q15427929
• Metabolomics Workbench ID: 68250
• ChEMBL ID: CHEMBL452201
• Mol file: 517-71-5.mol

Synonyms:xylopine

Chemical Property of Xylopine

Chemical Property:

• Vapor Pressure: 1.68E-09mmHg at 25°C
• Boiling Point: 483.4°Cat760mmHg
• Flash Point: 193.7°C
• PSA: 39.72000
• Density: 1.289g/cm³
• LogP: 3.16260
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 295.12084340
• Heavy Atom Count: 22
• Complexity: 431

Purity/Quality:

≥98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C3=C4C(C2)NCCC4=CC5=C3OCO5
• Isomeric SMILES: COC1=CC2=C(C=C1)C3=C4[C@@H](C2)NCCC4=CC5=C3OCO5
• Description: An alkaloid obtained from Xylopia discreta, this base belongs to the noraporphine class of bases. It crystallizes from Me2CO as colourless needles and has [α]25/sup>D - 23.4°C (MeOH). The crystalline hydrochloride has m.p. 250°C and the N-acetyl derivative, m.p. 213-4°C. One methoxyl group and one methylenedioxy group are present, the structure being that of O-methylanolobine.

Technology Process of Xylopine

There total 3 articles about Xylopine 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:

11-(1-phenyl-5-tetrazolyloxy) xylopine (86537-70-4) → xylopine (517-71-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 9h; Ambient temperature;

DOI:10.1016/S0031-9422(00)82561-3

Reference yield:

(-)-calycicnine (70420-58-5) → xylopine (517-71-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 22 mg / K₂CO₃ / acetone / 24 h / 100 °C

2: 9 mg / hydrogen / Pd-C (10percent) / ethanol / 9 h / Ambient temperature

With hydrogen; potassium carbonate; palladium on activated charcoal; In ethanol; acetone;

DOI:10.1016/S0031-9422(00)82561-3

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) → xylopine (517-71-5)

Guidance literature:

With diethyl ether; chloroform;

upstream raw materials:

11-(1-phenyl-5-tetrazolyloxy) xylopine

diazomethane

(-)-calycicnine

Refernces