2-Propenal, 3-(tetrahydro-6-oxo-2H-pyran-2-yl)-, (2E)-

Base Information

• Chemical Name: 2-Propenal, 3-(tetrahydro-6-oxo-2H-pyran-2-yl)-, (2E)-
• CAS No.: 77803-32-8
• Molecular Formula: C₈H₁₀O₃
• Molecular Weight: 154.166
• DSSTox Substance ID: DTXSID20998995
• Mol file: 77803-32-8.mol

Synonyms:Ibogamine, 8,19-epoxy-12-methoxy-, (8beta,19S)-;77795-11-0;2-Propenal, 3-(tetrahydro-6-oxo-2H-pyran-2-yl)-, (2E)-;77803-32-8;DTXSID20998995;12-Methoxy-8,19-epoxyibogamine

Chemical Property of 2-Propenal, 3-(tetrahydro-6-oxo-2H-pyran-2-yl)-, (2E)-

Chemical Property:

• Vapor Pressure: 3.2E-11mmHg at 25°C
• Boiling Point: 527.6°C at 760 mmHg
• Flash Point: 272.9°C
• Density: 1.31g/cm³
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 324.183778013
• Heavy Atom Count: 24
• Complexity: 528

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCC1CC2CC3C1N4C2OC(C4)C5=C3NC6=C5C=C(C=C6)OC
• Isomeric SMILES: CC[C@H]1CC2C[C@@H]3[C@H]1N4C2O[C@@H](C4)C5=C3NC6=C5C=C(C=C6)OC

Technology Process of 2-Propenal, 3-(tetrahydro-6-oxo-2H-pyran-2-yl)-, (2E)-

There total 15 articles about 2-Propenal, 3-(tetrahydro-6-oxo-2H-pyran-2-yl)-, (2E)- 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: 87.0%

methyl (E)-8,8-diethoxy-5-hydroxyoct-6-enoate (1268364-37-9) → tetrahydropyranyl-2-keto-6-β-trans-propenal (77803-32-8)

Guidance literature:

With trifluoroacetic acid; at 20 ℃; for 1.5h;

DOI:10.1016/j.bmc.2010.10.058

Reference yield: 55.0%

→ tetrahydropyranyl-2-keto-6-β-trans-propenal (77803-32-8)

Guidance literature:

With nitrosonium tetrafluoroborate; triethylamine; In acetonitrile; at 0 ℃;

DOI:10.1039/a901628g

Reference yield:

methyl (E)-8,8-diethoxy-5-oxooct-6-enoate (1268364-36-8) → tetrahydropyranyl-2-keto-6-β-trans-propenal (77803-32-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate / ethanol / 4 h / 0 °C

2: trifluoroacetic acid / 1.5 h / 20 °C

With sodium tetrahydroborate; trifluoroacetic acid; In ethanol;

DOI:10.1016/j.bmc.2010.10.058

upstream raw materials:

6-((Z)-2-[1,3]Dioxolan-2-yl-vinyl)-tetrahydro-pyran-2-one

acrolein dimer

2-((Z)-2-[1,3]Dioxolan-2-yl-vinyl)-3,4-dihydro-2H-pyran

6-((E)-3-Hydroxy-propenyl)-tetrahydro-pyran-2-one