896141-21-2

Upstream product

• 3587-60-8 Benzyloxymethyl chloride 
• 68-12-2 N,N-dimethyl-formamide 
• 896141-17-6 1,3-bis(benzyloxymethyl)-4-(methoxycarbonyl)-2,3-dihydro-1H-imidazol-2-one 
• 896141-19-8 1,3-bis(benzyloxymethyl)-4-(hydroxymethylene)-1,3-dihydro-imidazol-2-one 

Downstream Products

• 1262657-44-2 C₄₃H₅₃N₇O₈ 
• 1262657-45-3 C₃₆H₃₈N₈O₆ 
• 1262657-49-7 C₂HF₃O₂*C₃₆H₄₀N₆O₆ 
• 1262657-46-4 C₄₁H₄₁Br₂N₇O₇ 
• 1262657-47-5 C₄₁H₃₉Br₂N₇O₇ 
• 1262657-37-3 C₄₃H₅₁N₇O₉ 
• 1262657-38-4 C₄₃H₅₁N₇O₉ 
• 1262657-43-1 C₄₄H₅₀N₄O₁₁ 
• 896141-25-6 1,3-bis(benzyloxymethyl)-4-(3-hydroxypropenyl)-1,3-dihydro-imidazol-2-one 
• 896141-23-4 1,3-bis(benzyloxymethyl)-4-(ehtylpropenoate)-2,3-dihydro-1H-imidazol-2-one 

Relevant academic research and scientific papers

Revisiting the Kinnel-Scheuer hypothesis for the biosynthesis of palau'amine

We propose herein an alternative biosynthetic pathway for palau'amine in order to resolve the stereochemical issue from the original Kinnel-Scheuer hypothesis. Furthermore, we use this revised hypothesis as a guide toward the laboratory synthesis of palau

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.