4356-43-8

Basic information

• Product Name: rac-lupanine
• Synonyms: rac-lupanine
• CAS NO: 4356-43-8
• Molecular Weight: 248.368
• Mol File: 4356-43-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: rac-lupanine(CAS DataBase Reference)
• NIST Chemistry Reference: rac-lupanine(4356-43-8)
• EPA Substance Registry System: rac-lupanine(4356-43-8)

Safety Data

• Hazardous Substances Data: 4356-43-8(Hazardous Substances Data)

Upstream product

• 90-39-1 (-)-sparteine 
• 1476-39-7 1,5-diaminopentane dihydrochloride 

Downstream Products

• 144-62-7 oxalic acid 
• 550-90-3 (+)-lupanine 
• 1335287-92-7 (-)-lupanine (+)-2,3-dibenzoyl-D-tartarate 
• 486-88-4 L-(-)-lupanine 
• 106656-92-2 2-(p-tolyl)-2-dehydrosparteine 
• 491-43-0 5-Methyl-1-azabicyclo<4.4.0>decane 
• 4697-83-0 1,7-Oxo-lupanin 
• 15974-69-3 (+/-)-11-phenyl-(7ac,14at)-1,3,4,7,7a,8,9,13,14,14a-decahydro-2H,6H-7r,14c-methano-dipyrido[1,2-a;1',2'-e][1,5]diazocine 

Relevant articles and documents

ABSOLUTE CONFIGURATION OF (+)-5,6-DEHYDROLUPANINE, A KEY INTERMEDIATE IN BIOSYNTHESIS OF LUPIN ALKALOIDS

(+)-5,6-Dehydrolupanine, a key intermediate in biosynthesis of lupin alkaloids, was isolated from Thermopsis chinensis.The absolute configuration of the compound was determined to be 7R,9R,11R by chemical transformation to (-)-lupanine.Key Word Index - Thermopsis chinensis; Leguminosae; aerial parts; lupin alkaloid; quinolizidine alkaloid; (+)-5,6-dehydrolupanine; lupanine; absolute configuration; biosynthesis.

Lactams of sparteine

(2,2-2H2)Sparteine, (6-2H)sparteine, (10,10-2H2)sparteine, (15,15-2H2)sparteine, (17α-2H)sparteine, (17β-2H)sparteine, (17,17-2H2)sparteine, (17α-2H)lupanine, and (17β-2H)lupanine were prepared and employed to assign the 1H nmr spectrum of sparteine.Contrary to a published report, photochemical oxidation of sparteine does not lead to 15-oxosparteine but to 17-oxosparteine.