345642-41-3

Upstream product

• 39828-47-2 2-oxo-4-imidazoline-4-carboxylic acid 
• 100-39-0 benzyl bromide 

Downstream Products

• 345642-46-8 (5R,5aR,8S,8aS,8bS)-1,3-Dibenzyl-5-(tert-butyl-dimethyl-silanyloxymethyl)-8b-hydroxy-7-(toluene-4-sulfonyl)-8-triisopropylsilanyloxymethyl-1,3,5,5a,7,8,8a,8b-octahydro-imidazo[4,5-e]isoindole-2,6-dione 
• 345642-45-7 (5R,5aS,8S,8aS)-1,3-Dibenzyl-5-(tert-butyl-dimethyl-silanyloxymethyl)-7-(toluene-4-sulfonyl)-8-triisopropylsilanyloxymethyl-1,3,4,5,5a,7,8,8a-octahydro-imidazo[4,5-e]isoindole-2,6-dione 
• 345642-43-5 (5R,5aS,8S,8aS)-1,3-Dibenzyl-5-hydroxymethyl-7-(toluene-4-sulfonyl)-8-triisopropylsilanyloxymethyl-1,3,4,5,5a,7,8,8a-octahydro-imidazo[4,5-e]isoindole-2,6-dione 
• 896140-77-5 1,3-bis(benzyl)-4-(ethylpropenoate)-2,3-dihydro-1H-imidazol-2-one 
• 896140-74-2 1,3-bis(benzyl)-4-(hydroxypropenyl)-1,3-dihydro-imidazol-2-one 
• 896140-76-4 1,3-bis(benzyl)-4-formyl-2,3-dihydro-1H-imidazol-2-one 
• 896141-44-9 (5R,5aR,8S,8aS,8bS)-1,3-Dibenzyl-8b-hydroxy-5-hydroxymethyl-7-(toluene-4-sulfonyl)-8-triisopropylsilanyloxymethyl-1,3,5,5a,7,8,8a,8b-octahydro-imidazo[4,5-e]isoindole-2,6-dione 
• 896140-75-3 1,3-bis(benzyl)-4-(hydroxymethylene)-1,3-dihydro-imidazol-2-one 

Relevant academic research and scientific papers

A unified synthetic strategy toward oroidin-derived alkaloids premised on a biosynthetic proposal

Details of the evolution of a synthetic strategy toward the spirocyclic chlorocyclopentane core of oroidin-derived alkaloids, including the axinellamines and potentially adaptable to palau'amine, are described. A proposed refinement of the Kinnel-Scheuer biosynthetic proposal for palau'amine is posited. Studies undertaken to improve the regioselectivity and efficiency of a key Diels-Alder reaction utilizing a novel protecting group strategy, microwave chemistry, and other strategies are described. Further insights regarding the suitability of different protecting groups during the epoxidation/chlorination/ring contraction sequence are disclosed. Several interesting by-products from this reaction sequence are reported. These studies have led to a unified synthetic strategy to the axinellamines and palau'amine.

Enantioselective strategy to the spirocyclic core of Palau'amine and related bisguanidine marine alkaloids.

[structure: see text] An enantioselective strategy to the spirocyclic core found in the oroidin-derived family of bisguanidine marine alkaloids has been devised, premised on a biosynthetic proposal. Herein, we describe the successful implementation of thi