263340-98-3

Upstream product

• 263340-90-5 2,2-Dimethyl-propionic acid 2-[(1R,3S,3aS,4S,5R,7aR)-5-benzyloxy-1-((R)-1,5-dimethyl-hexyl)-3-(2-methoxy-ethoxymethoxy)-7a-methyl-octahydro-inden-4-yl]-ethyl ester 
• 263340-82-5 2,2-Dimethyl-propionic acid 2-[(1R,3S,3aS,4S,5R,7aR)-1-((R)-1,5-dimethyl-hexyl)-5-hydroxy-3-(2-methoxy-ethoxymethoxy)-7a-methyl-octahydro-inden-4-yl]-ethyl ester 
• 263340-92-7 2,2-Dimethyl-propionic acid 2-[(1R,3S,3aS,4S,5R,7aR)-5-benzyloxy-1-((R)-1,5-dimethyl-hexyl)-3-hydroxy-7a-methyl-octahydro-inden-4-yl]-ethyl ester 
• 263340-72-3 Trifluoro-methanesulfonic acid (1R,3S,3aS,7aR)-1-((R)-1,5-dimethyl-hexyl)-3-(2-methoxy-ethoxymethoxy)-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-inden-4-yl ester 
• 263340-66-5 (1S,3R,3aR,7R,7aR)-7-Benzyloxy-3-((R)-1,5-dimethyl-hexyl)-1-(2-methoxy-ethoxymethoxy)-3a-methyl-octahydro-indene 
• 263340-80-3 (1R,3S,3aS,4S,5R,7aR)-1-((R)-1,5-Dimethyl-hexyl)-4-(2-hydroxy-ethyl)-3-(2-methoxy-ethoxymethoxy)-7a-methyl-octahydro-inden-5-ol 
• 263340-76-7 (1S,3R,3aR,5aR,9bR)-3-((R)-1,5-Dimethyl-hexyl)-1-(2-methoxy-ethoxymethoxy)-3a-methyl-2,3,3a,4,5,5a,8,9b-octahydro-1H-6,7-dioxa-cyclopenta[a]naphthalene 
• 263340-68-7 (1R,3S,3aR,4R,7aR)-1-((R)-1,5-Dimethyl-hexyl)-3-(2-methoxy-ethoxymethoxy)-7a-methyl-octahydro-inden-4-ol 
• 263340-74-5 (1S,3R,3aR,7aR)-3-((R)-1,5-Dimethyl-hexyl)-1-(2-methoxy-ethoxymethoxy)-3a-methyl-7-vinyl-2,3,3a,4,5,7a-hexahydro-1H-indene 
• 263340-70-1 (1R,3S,3aS,7aR)-1-((R)-1,5-Dimethyl-hexyl)-3-(2-methoxy-ethoxymethoxy)-7a-methyl-octahydro-inden-4-one 
• 263340-61-0 (1S,3R,3aR,7R,7aS)-7-Benzyloxy-3-((R)-1,5-dimethyl-hexyl)-3a-methyl-octahydro-inden-1-ol 
• 263340-59-6 (1R,4R,7aR)-4-Benzyloxy-1-((R)-1,5-dimethyl-hexyl)-7a-methyl-2,4,5,6,7,7a-hexahydro-1H-indene 
• 66251-18-1 Grundmann's ketone 
• 263340-94-9 2,2-Dimethyl-propionic acid 2-[(1R,3aS,4S,5R,7aR)-5-benzyloxy-1-((R)-1,5-dimethyl-hexyl)-7a-methyl-3-oxo-octahydro-inden-4-yl]-ethyl ester 

Downstream Products

• 263340-96-1 (3R,3aR,6R,7S,7aR)-6-Benzyloxy-3-((R)-1,5-dimethyl-hexyl)-7-(2-hydroxy-ethyl)-3a-methyl-octahydro-inden-1-one 

Relevant academic research and scientific papers

Studies towards the synthesis of aplykurodins - Synthesis of 17,18- dihydro-3,9-di-epi-aplykurodinone B

An approach to the synthesis of aplykurodins, ichthyotoxic marine lactones, is presented. The carbon framework was derived from vitamin D3 by conversion of the readily accessible allyl alcohol 13 to the protected Grundmann's hydroxy ketone 22 and subsequent introduction of the C2 side chain through a Pd0-promoted coupling. Highly stereoselective hetero Diels- Alder reaction with O21 produced the key intermediate peroxide 25. Functional group transformations, coupled with a series of chemo- and stereoselective reactions, finally resulted in the synthesis of the unnatural analogue 17,18-dihydro-3,9-di-epi-aplykurodinone B (6).