6-Ethyl-9-oxaergoline

Base Information

• Chemical Name: 6-Ethyl-9-oxaergoline
• CAS No.: 81244-91-9
• Molecular Formula: C₁₅H₁₈N₂O
• Molecular Weight: 242.321
• ChEMBL ID: CHEMBL333794
• Mol file: 81244-91-9.mol

Synonyms:6-EOE;6-ethyl-9-oxaergoline;6-ethyl-9-oxaergoline, (+-)-isomer;6-ethyl-9-oxaergoline, (5alpha,10beta)-isomer

Chemical Property of 6-Ethyl-9-oxaergoline

Chemical Property:

• Vapor Pressure: 1.37E-07mmHg at 25°C
• Boiling Point: 429.8°Cat760mmHg
• Flash Point: 213.7°C
• PSA: 28.26000
• Density: 1.195g/cm³
• LogP: 2.42370
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 242.141913202
• Heavy Atom Count: 18
• Complexity: 322

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN1CCOC2C1CC3=CNC4=CC=CC2=C34
• Isomeric SMILES: CCN1CCO[C@H]2[C@H]1CC3=CNC4=CC=CC2=C34

Technology Process of 6-Ethyl-9-oxaergoline

There total 13 articles about 6-Ethyl-9-oxaergoline 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: 64.0%

(-)-trans-4,6,6a,7,9,10a-hexahydro-7-ethylindolo<3,4-gh><1,4>benzoxazin-8-one (81274-87-5) → (-)-trans-4,6,6a,8,9,10a-hexahydro-7-ethyl-7H-indolo<3,4-gh><1,4>benzoxazine (81244-91-9)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; 1,2-dimethoxyethane; for 0.5h; Heating;

DOI:10.1021/jo00132a040

Reference yield:

(6aRS,10aRS)-4,6,6a,8,9,10a-hexahydro-7H-indolo<3,4-gh><1,4>benzoxazine (77291-61-3) → (-)-trans-4,6,6a,8,9,10a-hexahydro-7-ethyl-7H-indolo<3,4-gh><1,4>benzoxazine (81244-91-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 58 percent / H₂ / 10 percent Pd/C / ethanol / 4 h

With hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1021/jm00357a010

Reference yield:

trans-4-(p-tolylsulfonyl)-4,6,6a,7,9,10a-hexahydroindolo<3,4-gh><1,4>benzoxazin-8-one (77306-59-3) → (-)-trans-4,6,6a,8,9,10a-hexahydro-7-ethyl-7H-indolo<3,4-gh><1,4>benzoxazine (81244-91-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 42 percent / LiAlH₄ / tetrahydrofuran / 17 h / Heating

2: 58 percent / H₂ / 10 percent Pd/C / ethanol / 4 h

With lithium aluminium tetrahydride; hydrogen; palladium on activated charcoal; In tetrahydrofuran; ethanol;

DOI:10.1021/jm00357a010

upstream raw materials:

trans-4,6,6a,8,9,10a-hexahydro-7-ethyl-7H-indolo<3,4-gh><1,4>benzoxazine

(-)-trans-4,6,6a,7,9,10a-hexahydro-7-ethylindolo<3,4-gh><1,4>benzoxazin-8-one

(6aRS,10aRS)-4,6,6a,8,9,10a-hexahydro-7H-indolo<3,4-gh><1,4>benzoxazine

trans-4-(p-tolylsulfonyl)-4,6,6a,7,9,10a-hexahydroindolo<3,4-gh><1,4>benzoxazin-8-one