Hexahydro-1H-quinolizin-2(6H)-one

Base Information

• Chemical Name: Hexahydro-1H-quinolizin-2(6H)-one
• CAS No.: 23581-42-2
• Molecular Formula: C₉H₁₅NO
• Molecular Weight: 153.224
• Hs Code.: 2914190090
• DSSTox Substance ID: DTXSID60372876
• Nikkaji Number: J709.657G
• Mol file: 23581-42-2.mol

Synonyms:Hexahydro-1H-quinolizin-2(6H)-one;23581-42-2;octahydro-1H-quinolizin-2-one;1,3,4,6,7,8,9,9a-octahydroquinolizin-2-one;2H-Quinolizin-2-one, octahydro-;13748-03-3;octahydro-2H-quinolizin-2-one;2-octahydro-2H-quinolizinone;SCHEMBL132894;DTXSID60372876;RRPGLCASKVWATQ-UHFFFAOYSA-N;AKOS004901602;CS-0243581;EN300-265975;3,4,5,6,7,8,9,9a-octahydro-1H-quinolizin-2-one

Chemical Property of Hexahydro-1H-quinolizin-2(6H)-one

Chemical Property:

• Boiling Point: 142-144 °C(Press: 16 Torr)
• PKA: 8.18±0.20(Predicted)
• PSA: 20.31000
• Density: 1.06±0.1 g/cm3(Predicted)
• LogP: 1.14170
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 153.115364102
• Heavy Atom Count: 11
• Complexity: 167

Purity/Quality:

98.5% ^*data from raw suppliers

octahydro-1H-quinolizin-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN2CCC(=O)CC2C1

Technology Process of Hexahydro-1H-quinolizin-2(6H)-one

There total 20 articles about Hexahydro-1H-quinolizin-2(6H)-one 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: 81.0%

2-oxo-octahydro-quinolizine-3-carboxylic acid ethyl ester (1258431-03-6) → octahydro-2H-quinolizine-2-one (23581-42-2,13927-40-7,13748-03-3)

Guidance literature:

2-oxo-octahydro-quinolizine-3-carboxylic acid ethyl ester; With hydrogenchloride; In water; for 20h; Reflux;

With potassium carbonate; In water;

Reference yield: 19.0%

hexahydrospiroisoxazolo<2,3-a>pyridine> (106051-13-2) → octahydro-2H-quinolizine-2-one (23581-42-2,13927-40-7,13748-03-3) + 2-(2'-oxobutylidene)piperidine (106051-18-7)

Guidance literature:

at 400 ℃; under 0.2 Torr;

DOI:10.1016/S0040-4039(00)84358-0

Reference yield:

C9H15NO (1312456-09-9) → octahydro-2H-quinolizine-2-one (23581-42-2,13927-40-7,13748-03-3)

Guidance literature:

With [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I); In dichloromethane; at 0 ℃; for 1h; regioselective reaction; Molecular sieve; Inert atmosphere;

upstream raw materials:

formaldehyd

5-Aminopentanal Diethyl Acetal

diethyl 1,3-acetonedicarboxylate

5,5-Dimethyl-1-pyrroline N-oxide

Downstream raw materials:

(+/-)-(1S,5R,12R)-3-methyldecahydro-1,5-methanopyrido[1,2-a]diazocine

2-(3,4-dimethoxyphenethylcarbamoylmethyl)-1,2,3,4,6,7,8,9-octahydro-9aH-quinolizine

1,2,3,4,6,7,8,9-octahydro-2-<β-(3,4-dimethoxyphenethylamino)ethyl>-9aH-quinolizine

3-methyldecahydro-1H-1,5-methanopyrido[1,2-a][1,5]diazocine

Refernces

• 1、 -. "HISTAMINE H3 INVERSE AGONISTS AND ANTAGONISTS AND METHODS OF USE THEREOF". Page/Page column 138-139. . Retrieved 2010/12/29.
• 2、 Hermet, Jean-Paul R.,Porter, David W.,Dearden, Michael J.,Harrison, Justin R.,Koplin, Tobias,O'Brien, Peter,Parmene, Jerome,Tyurin, Vladimir,Whitwood, Adrian C.,Gilday, John,Smith, Neil M.. "Synthesis of sparteine-like chiral diamines and evaluation in the enantioselective lithiation-substitution of N-(tert-butoxycarbonyl)-pyrrolidine". . p. 3977 - 3988. Retrieved 2007/10/03.