Octahydroindolizine

Base Information

• Chemical Name: Octahydroindolizine
• CAS No.: 13618-93-4
• Molecular Formula: C8H15 N
• Molecular Weight: 125.214
• European Community (EC) Number: 237-103-7
• UNII: 4FG58K748F
• DSSTox Substance ID: DTXSID40929286
• Nikkaji Number: J14.076G
• Wikipedia: Indolizidine
• Wikidata: Q33015
• Mol file: 13618-93-4.mol

Synonyms:OCTAHYDROINDOLIZINE;Indolizidine;13618-93-4;Indolizine, octahydro-;.delta.-Coniceine;OCTAHYDRO-INDOLIZINE;1-Azabicyclo[4.3.0]nonane;1,2,3,5,6,7,8,8a-octahydroindolizine;UNII-4FG58K748F;4FG58K748F;EINECS 237-103-7;1-AZABICYCLO(4.3.0)NONANE;delta-Coniceine;Octahydroindolizine #;1-azabicyclo[4,3,0]nonane;SCHEMBL339598;DTXSID40929286;(+/-)-OCTAHYDROINDOLIZINE;.DELTA.-(+/-)-CONICEIN;(+/-)-.DELTA.-CONICEINE;MFCD02066234;AKOS005256379;OCTAHYDROINDOLIZINE, (+/-)-;AS-38195;EN300-61515;2,3,4,5,6,7,8,8a-octahydro-1H-indolizine;Q33015;J-006820;Z966989444

Chemical Property of Octahydroindolizine

Chemical Property:

• Vapor Pressure: 1.33mmHg at 25°C
• Refractive Index: 1.4748 (estimate)
• Boiling Point: 172.5°Cat760mmHg
• PKA: 10.57±0.20(Predicted)
• Flash Point: 50.6°C
• PSA: 3.24000
• Density: 0.95g/cm³
• LogP: 1.57260
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 125.120449483
• Heavy Atom Count: 9
• Complexity: 101

Purity/Quality:

99% ^*data from raw suppliers

Octahydroindolizine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN2CCCC2C1

Technology Process of Octahydroindolizine

There total 114 articles about Octahydroindolizine 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: 100.0%

indolizidin-3-one (2740-00-3,71779-55-0) → indolizidine (13618-93-4)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 - 20 ℃; for 8h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b04199

Reference yield: 99.0%

hexahydroindolizin-5(1H)-one (32537-55-6) → indolizidine (13618-93-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 15h; Heating;

DOI:10.1021/jo00281a022

Reference yield: 83.0%

N-(carbobenzyloxy)-5-azacyclononanone (80249-00-9) → indolizidine (13618-93-4)

Guidance literature:

With perchloric acid; hydrogen; palladium on activated charcoal; In methanol; for 24h; under 2662.7 Torr;

DOI:10.1021/jo00347a024

upstream raw materials:

indolizine

2-(2-Cyanoethyl)pyridine

3-(pyridin-2-yl)-propanol

3-(2-pyridyl)propanal diethylacetal

Refernces

• 1、 Garst, Michael E.,Bonfiglio, John N.. "HYDROBORATION-CARBONYLATION OF BISOLEFINIC AMINES: A FACILE SYNTHESIS OF δ-CONICEINE". . p. 2075 - 2076. Retrieved 1981.
• 2、 Edwards et al.. "-". . p. 1167,1178. Retrieved 1972.
• 3、 Weinreb,S.M. et al.. "-". . p. 5073 - 5074. Retrieved 1979.
• 4、 Boekelheide,Rothchild. "-". . p. 864. Retrieved 1948.
• 5、 Gavina, F.,Costero, A. M.,Andreu, M.R.,Carda, M.,Luis, S.V.. "2-Aza-2,4-cyclopentadione. Existence and Reactivity". . p. 4017 - 4018. Retrieved 1988.
• 6、 Reddy, Basi V. Subba,Chaya, Dudhmal N.,Yadav, Jhillu S.,Gree, Rene. "A concise and diastereoselective synthesis of piperidine and indolizidine alkaloids via aza-Prins cyclization". experimental part. p. 297 - 303. Retrieved 2012/03/26.