1,4,6,7,12,12b-Hexahydroindolo(2,3-a)quinolizin-3-ylmethanol

Base Information

• Chemical Name: 1,4,6,7,12,12b-Hexahydroindolo(2,3-a)quinolizin-3-ylmethanol
• CAS No.: 21543-51-1
• Molecular Formula: C16H18N2O
• Molecular Weight: 254.3269
• NSC Number: 165250
• Mol file: 21543-51-1.mol

Synonyms:NSC165250;NSC 165250;21543-51-1;1,4,6,7,12,12b-Hexahydroindolo(2,3-a)quinolizin-3-ylmethanol;1,4,6,7,12,12b-Hexahydroindolo[2,3-a]quinolizin-3-ylmethanol;NSC-165250

Chemical Property of 1,4,6,7,12,12b-Hexahydroindolo(2,3-a)quinolizin-3-ylmethanol

Chemical Property:

• Vapor Pressure: 7.18E-09mmHg at 25°C
• Boiling Point: 449.6°C at 760 mmHg
• Flash Point: 225.7°C
• Density: 1.3g/cm³
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 254.141913202
• Heavy Atom Count: 19
• Complexity: 381

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN2CC(=CCC2C3=C1C4=CC=CC=C4N3)CO

Technology Process of 1,4,6,7,12,12b-Hexahydroindolo(2,3-a)quinolizin-3-ylmethanol

There total 15 articles about 1,4,6,7,12,12b-Hexahydroindolo(2,3-a)quinolizin-3-ylmethanol 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: 94.0%

1,4,6,7,12,12b-Hexahydroindolo<2,3-a>chinolizin-3-carbonsaeure-ethylester (86980-97-4) → 1,4,6,7,12,12b-Hexahydroindolo<2,3-a>chinolizin-3-methanol (86980-98-5,21543-51-1)

Guidance literature:

With diisobutylaluminium hydride; In hexane; dichloromethane; max. 10 deg C;

Reference yield:

C21H26N2O4 → 1,4,6,7,12,12b-Hexahydroindolo<2,3-a>chinolizin-3-methanol (86980-98-5,21543-51-1)

Guidance literature:

C₂₁H₂₆N₂O₄; With sodium tetrahydroborate; In methanol; at 0 ℃; for 1.5h; Inert atmosphere;

With trifluoroacetic acid; In dichloromethane; at 25 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c9ob01740b

Reference yield:

1-<2-(3-Indolyl)ethyl>-6-oxo-1,6-dihydronicotinsaeure-ethylester (86981-01-3) → 1,4,6,7,12,12b-Hexahydroindolo<2,3-a>chinolizin-3-methanol (86980-98-5,21543-51-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 75 percent / POCl₃ / benzene

2: 80 percent / NaBH₄ / methanol / -20 °C

3: 92 percent / DIBAH / tetrahydrofuran

With sodium tetrahydroborate; diisobutylaluminium hydride; trichlorophosphate; In tetrahydrofuran; methanol; benzene;

upstream raw materials:

1,4,6,7,12,12b-Hexahydroindolo<2,3-a>chinolizin-3-carbonsaeure-ethylester

tryptamine

1-<2-(3-Indolyl)ethyl>-6-oxo-1,6-dihydronicotinsaeure-ethylester

3-Ethoxycarbonyl-6,7-dihydroindolo<2,3-a>chinolizin-5(12H)-iumchlorid

Downstream raw materials:

(+/-)-deplancheine