Indolizine, octahydro-3-methyl-, (8aR)- (9CI)

Base Information

• Chemical Name: Indolizine, octahydro-3-methyl-, (8aR)- (9CI)
• CAS No.: 753496-82-1
• Molecular Formula: C₉H₁₇N
• Molecular Weight: 139.241
• Mol file: 753496-82-1.mol

Synonyms:Indolizine, octahydro-3-methyl-, (8aR)- (9CI)

Chemical Property of Indolizine, octahydro-3-methyl-, (8aR)- (9CI)

Chemical Property:

• PSA: 3.24000
• LogP: 1.96110

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Indolizine, octahydro-3-methyl-, (8aR)- (9CI)

There total 26 articles about Indolizine, octahydro-3-methyl-, (8aR)- (9CI) 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: 61.0%

2-(but-3-enyl)piperidine (78867-41-1) → 3-methylindolizidine (90949-00-1,753496-82-1)

Guidance literature:

Sm[N(TMS)2]3; In toluene; at 110 ℃; for 24h;

DOI:10.1016/j.tetlet.2008.06.053

Reference yield: 35.0%

6-(2-Methyl-cyclopropyl)-2,3,4,5-tetrahydro-pyridine (132256-91-8,132256-92-9) → 2-methylindolizidine (132256-96-3) + trans-3-Methyloctahydroindolizine (68344-39-8,68344-43-4,90949-00-1,132256-95-2,753496-82-1)

Guidance literature:

With hydrogen; platinum(IV) oxide; ammonium chloride; Yield given. Multistep reaction; 1) benzene, 145 deg C, 20h, 2) diethyl ether, 25 deg C, 8h;

DOI:10.1016/S0040-4039(00)97867-5

Reference yield:

2-(3-butenyl)pyridine (2294-75-9) → 3-methylindolizidine (90949-00-1,753496-82-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / Br₂ / CCl₄; benzene / 0.25 h / Ambient temperature

2: 100 percent / H₂ / Adam's catalyst / ethanol / 4.5 h / Ambient temperature

3: Zn, conc. aq. HCl / 1 h / 50 - 60 °C

With hydrogenchloride; hydrogen; bromine; zinc; platinum(IV) oxide; In tetrachloromethane; ethanol; benzene;

upstream raw materials:

hydrogenchloride

3-oxoquinolizidine

water

2-(3-butenyl)pyridine

Refernces

• 1、 Quinet, Coralie,Jourdain, Pierre,Hermans, Christophe,Ates, Ali,Lucas, Isabelle,Markó, István E.. "Highly efficient, base-catalysed, intramolecular hydroamination of non-activated olefins". . p. 1077 - 1087. Retrieved 2008/09/17.
• 2、 Heidt, Philip C.,Bergmeier, Stephen C.,Pearson, William H.. "Synthesis of indolidines by the 1,3-dipolar cycloaddition of azides with methylenecyclopropanes followed by cyclopropyumine rearrangement". . p. 5441 - 5444. Retrieved 2007/10/02.