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Polyamines. Illustrate your essay with specific examples.


The objective of this project was to synthesize a protected spermidine derivative, which is a polyamine derivative. The spermidine that was to be synthesised is a N8 protected spermidine derivative. Other students have studied the synthesis of N1 protected spermidine. A retrosynthetic analysis of the required N8 protected spermidine derivative of was carried out to devise a route to the product.

Unfortunately, this route proved unsatisfactory as due to solubility problems and had to be abandoned. However, there are other possible routes possible to synthesize the N8 protected spermidine derivative. The first route by Zhang et al [2], provides stage 1 product 3-[(3-cyanopropyl)amino]propylamine. This route is a simple nucleophilic addition reaction. The second route by Humora et al [3], provides the stage 2 product called NN-di-tert-butoxycarbonyl-N-(3-Cyanopropyl)-1,3-diaminopropane.

Assign peak (1,2, 3 etc) to hydrogens on structure of stage 2

Assign peak (a,b, c etc) to carbons on structure of stage 2

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