509148-39-4

Basic information

• Product Name: 1,7-Octadiene-4,5-diamine, 3,6-diphenyl-N,N'-bis[(1S)-1-phenylethyl]-, (3R,4R,5R,6R)-
• CAS NO: 509148-39-4
• Molecular Formula: C36H40N2
• Molecular Weight: 500.727
• Mol File: 509148-39-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1,7-Octadiene-4,5-diamine, 3,6-diphenyl-N,N'-bis[(1S)-1-phenylethyl]-, (3R,4R,5R,6R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,7-Octadiene-4,5-diamine, 3,6-diphenyl-N,N'-bis[(1S)-1-phenylethyl]-, (3R,4R,5R,6R)-(509148-39-4)
• EPA Substance Registry System: 1,7-Octadiene-4,5-diamine, 3,6-diphenyl-N,N'-bis[(1S)-1-phenylethyl]-, (3R,4R,5R,6R)-(509148-39-4)

Safety Data

• Hazardous Substances Data: 509148-39-4(Hazardous Substances Data)

Upstream product

• 138812-17-6 N,N'-bis<(S)-1-phenylethyl>ethanediimine 

Downstream Products

• 314249-76-8 (E,E)-(4R,5R)-1,8-diphenyl-N,N'-bis[(S)-1-phenylethyl]octa-1,7-diene-4,5-diamine 
• 138812-20-1 (4S,5S)-N,N'-bis[(S)-1-phenylethyl]octa-1,7-diene-4,5-diamine 

Relevant articles and documents

Study of the regioselectivity and diastereoselectivity in the addition of 3-substituted-2-propenylmetal reagents to N,N′-di[1(S)-phenylethyl]ethanediimine

The additions of 3-aryl-2-propenyllithium and -zinc reagents to N,N′-di[1(S)-phenylethyl]ethanediimine in THF occurred by α and γ-addition, affording 4,5-diamino-1,7-dienes with linear and branched allylic substituents, respectively. 3-Phenoxy- and 3-alkoxy-2-propenyllithiums reacted with lack of regioselectivity, whereas the corresponding zinc reagents exclusively followed the γ-addition pathway. The (S)-configuration of the auxiliaries induced the preferential attack to the Re face of the azomethine groups. In the γ-addition route, four new stereocentres were formed and the simple (syn/anti) diastereoselectivity was dependent on the alkene geometry in the allylmetal reagents. C2-symmetric compounds with syn-syn-syn or anti-syn-anti relative stereochemistry were prevalently obtained. In contrast, when 3-ethoxy-2-propenylzinc chloride was prepared by transmetallation of the corresponding titanium reagent, a C1-symmetric compound (anti-syn-syn) was mainly formed.