(+/-)-N-Lupinyl-phthalimid

Base Information

• Chemical Name: (+/-)-N-Lupinyl-phthalimid
• CAS No.: 10248-22-3
• Molecular Formula: C₁₈H₂₂N₂O₂
• Molecular Weight: 298.385
• Mol file: 10248-22-3.mol

Synonyms:

Chemical Property of (+/-)-N-Lupinyl-phthalimid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-N-Lupinyl-phthalimid

There total 21 articles about (+/-)-N-Lupinyl-phthalimid 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: 90.0%

(1R,9aR)-1-chloromethyl-octahydro-2H-quinolizine hydrochloride (75853-57-5) + potassium phtalimide (1074-82-4) → 2-[(1S,9aR)-octahydro-2H-quinolizin-1-ylmethyl]-1H-isoindol-1,3(2H)-dione (10248-22-3,22423-69-4,23495-71-8,99812-93-8)

Guidance literature:

In acetone; for 4h; Reflux;

DOI:10.1007/s10600-012-0212-6

Reference yield: 86.0%

(1S,9aR)-1-(aminomethyl)-(octahydro-2H-quinolizine) (23506-89-0) + potassium phtalimide (1074-82-4) → 2-[(1S,9aR)-octahydro-2H-quinolizin-1-ylmethyl]-1H-isoindol-1,3(2H)-dione (10248-22-3,22423-69-4,23495-71-8,99812-93-8)

Guidance literature:

In N,N-dimethyl-formamide; at 130 - 140 ℃; for 8h;

DOI:10.1134/S0022476620110153

Reference yield:

lupinine (486-70-4) → 2-[(1S,9aR)-octahydro-2H-quinolizin-1-ylmethyl]-1H-isoindol-1,3(2H)-dione (10248-22-3,22423-69-4,23495-71-8,99812-93-8)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / benzene / 3 h / 50 - 60 °C

2: acetone / 4 h / Reflux

With thionyl chloride; In acetone; benzene;

DOI:10.1007/s10600-012-0212-6

upstream raw materials:

(1S,9aR)-1-(aminomethyl)-(octahydro-2H-quinolizine)

potassium phtalimide

(1R,9aR)-1-chloromethyl-octahydro-2H-quinolizine hydrochloride

lupinine

Downstream raw materials:

(±)-aminolupinane

aminolupinane

Refernces

• 1、 Rusconi, Chiara,Vaiana, Nadia,Casagrande, Manolo,Basilico, Nicoletta,Parapini, Silvia,Taramelli, Donatella,Romeo, Sergio,Sparatore, Anna. "Synthesis and comparison of antiplasmodial activity of (+), (-) and racemic 7-chloro-4-(N-lupinyl)aminoquinoline". . p. 5980 - 5985. Retrieved 2012/11/06.