rac-lupanine

Base Information

• Chemical Name: rac-lupanine
• CAS No.: 4356-43-8
• Molecular Formula: C₁₅H₂₄N₂O
• Molecular Weight: 248.368
• Mol file: 4356-43-8.mol

Synonyms:rac-lupanine

Chemical Property of rac-lupanine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of rac-lupanine

There total 6 articles about rac-lupanine 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:

1,5-diaminopentane dihydrochloride (1476-39-7) → (+)-angustifoline (550-43-6,82189-28-4,150283-69-5) + (+)-lupanine (6R,7S,9S,11S) (486-87-3,486-88-4,550-90-3,2665-89-6,4356-43-8,26438-61-9,72074-77-2) + (+)-13α-hydroxylupanine (6870-60-6,14694-14-5,15358-48-2,27773-60-0,55820-85-4,55869-89-1)

Guidance literature:

With Lupinus polyphyllus plant; In water; for 360h; feeding experiment with 13C labelled cadaverine;

Reference yield:

(+)-(7R,9R,11R)-Dehydrolupanine → (-)-(6S,7R,9R,11R)-lupanine (486-87-3,486-88-4,550-90-3,2665-89-6,4356-43-8,26438-61-9,72074-77-2)

Guidance literature:

With hydrogen; platinum(IV) oxide; In acetic acid; for 0.5h; under 760 Torr; Ambient temperature;

DOI:10.1016/0031-9422(89)80158-X

Reference yield:

(-)-sparteine (90-39-1) → (-)-(6S,7R,9R,11R)-lupanine (486-87-3,486-88-4,550-90-3,2665-89-6,4356-43-8,26438-61-9,72074-77-2)

Guidance literature:

With sodium tetrahydroborate; ethylenediaminetetraacetic acid; mercury ion; Yield given. Multistep reaction; 1.) water, 2 h, room temp., 60 degC, 24 h; 2.) water, room temp., 1.5 h;

upstream raw materials:

1,5-diaminopentane dihydrochloride

(-)-sparteine

Downstream raw materials:

(+)-lupanine

(-)-lupanine (+)-2,3-dibenzoyl-D-tartarate

L-(-)-lupanine

oxalic acid

Refernces

• 1、 Robins, David J.,Sheldrake, Gary N.. "Synthesis of Cadaverine and its Incorporation into five Quinolizidine Alkaloids". . p. 2101 - 2120. Retrieved 2007/10/02.