170156-60-2

Upstream product

• 142561-97-5 zaragozic acid A trimethyl ester 
• 138682-84-5 zaragozic acid A 
• 147506-51-2 (1S,3S,4S,5R,6R,7R)-1-((4S,5R)-4-Acetoxy-5-methyl-3-methylene-6-phenyl-hexyl)-6-((E)-(4S,6S)-4,6-dimethyl-oct-2-enoyloxy)-4-hydroxy-7-(2-methoxy-ethoxymethoxy)-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid trimethyl ester 
• 170156-59-9 (1S,3S,4S,5R,6R,7R)-1-((4S,5R)-4-Acetoxy-5-methyl-3-methylene-6-phenyl-hexyl)-6-((E)-(4S,6S)-4,6-dimethyl-oct-2-enoyloxy)-4,7-bis-(2-methoxy-ethoxymethoxy)-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid trimethyl ester 

Downstream Products

• 170421-58-6 (1R,2R,3R,4R,5R,7S)-5-((4S,5R)-4-Acetoxy-5-methyl-3-methylene-6-phenyl-hexyl)-3-((E)-(4S,6S)-4,6-dimethyl-oct-2-enoyloxy)-2,4,7-trihydroxy-6,8-dioxa-bicyclo[3.2.1]octane-1,2-dicarboxylic acid dimethyl ester 
• 175169-03-6 (1S,3R,4S,5R,6R,7R)-1-((4S,5R)-4-Acetoxy-5-methyl-3-methylene-6-phenyl-hexyl)-6-((E)-(4S,6S)-4,6-dimethyl-oct-2-enoyloxy)-4,7-bis-(2-methoxy-ethoxymethoxy)-3-methoxymethyl-2,8-dioxa-bicyclo[3.2.1]octane-4,5-dicarboxylic acid dimethyl ester 
• 175169-04-7 (1S,3R,4S,5R,6R,7R)-1-((4S,5R)-4-Acetoxy-5-methyl-3-methylene-6-phenyl-hexyl)-6-((E)-(4S,6S)-4,6-dimethyl-oct-2-enoyloxy)-4,7-dihydroxy-3-methoxymethyl-2,8-dioxa-bicyclo[3.2.1]octane-4,5-dicarboxylic acid dimethyl ester 
• 160904-36-9 (1S,3R,4S,5R,6R,7R)-1-((4S,5R)-4-Acetoxy-5-methyl-3-methylene-6-phenyl-hexyl)-6-((E)-(4S,6S)-4,6-dimethyl-oct-2-enoyloxy)-4,7-dihydroxy-3-methoxymethyl-2,8-dioxa-bicyclo[3.2.1]octane-4,5-dicarboxylic acid 

Relevant academic research and scientific papers

The squalestatins: cleavage of the bicyclic core via the novel 6,8-dioxabicyclooctane ring system

Squalestatin S1 1 has been converted into ots 4,7-bis(2-methoxyethoxymethyl) ether 4,5-dimethyl ester 11 and thence to its 3-(tert-butoxycarbonyl)amino derivative 12 via a Schmidt degradation.Acid-catalysed hydrolysis of 12 brought about a molecular rearrangement of the 2,8-dioxa- to the novel 6,8-dioxa-bicyclooctane ring system 3.Oxidation of 3 followed by methanolysis gave the novel spiroketal 17.Treatment of 3 with trimethyl phosphonoacetate gave the acyclic derivative 18.