1574543-52-4

Upstream product

• 1574543-48-8 C₂₂H₂₅NO₄ 
• 1574543-45-5 (R)-2-oxo-1-phenyl-2-(piperidin-1-yl)ethyl 4-(cyclopent-3-enyl)-3-oxobutanoate 
• 1574543-51-3 (1S,2S,3aR,6aS)-1-(tert-butyldiphenylsilyloxy)methyl-2-methoxymethoxy-1,2,3,3a,4,6a-hexahydropentalene-1-carboxylic acid 
• 1574543-69-3 C₃₁H₄₀O₅Si 
• 1574543-50-2 (1S,2S,3aR,6aS)-allyl 2-hydroxy-1-hydroxymethyl-1,2,3,3a,4,6a-hexahydropentalene-1-carboxylate 
• 1574543-68-2 C₁₃H₁₆O₄ 

Downstream Products

• 1574543-70-6 C₂₈H₃₇NO₆Si 
• 1574543-54-6 C₃₁H₄₅NO₇Si 
• 1574543-55-7 (3aR,4S,6S,6aS)-6a-(tert-butyldiphenylsilyloxy)methyl-4-(2,2-dimethoxyethyl)-6-(methoxymethoxy)hexahydrocyclopenta[c]pyrrol-1(2H)-one 
• 1574543-71-7 C₃₆H₄₆N₂O₁₀SSi 
• 1574543-56-8 (1S,2R,3S,5S)-3-(2,2-dimethoxyethyl)-1-hydroxymethyl-5-methoxymethoxy-2-{(2-nitrophenylsulfonamido)methyl}cyclopentanecarboxylic acid 
• 1574543-57-9 C₁₈H₂₂N₂O₉S 
• 1574543-58-0 (4aS,4'S,6S,7aS)-6-methoxymethoxy-2-(2-nitrophenylsulfonyl)-1,2,4a,5,6,7a-hexahydrospiro(cyclopenta[c]pyridine-7,4'-oxazolidin)-2'-one 
• 1574543-59-1 (4aR,4'S,6S,7aS)-6-methoxymethoxy-2-(2-nitrophenylsulfonyl)-2'-oxo-1,2,4a,5,6,7a-hexahydrospiro(cyclopenta[c]pyridine-7,4'-oxazolidine)-4-carbaldehyde 
• 1574543-72-8 (4aR,4'S,6S,7aS)-tert-butyl 4-formyl-6-methoxymethoxy-2-(2-nitrophenylsulfonyl)-2'-oxo-1,2,4a,5,6,7a-hexahydrospiro(cyclopenta[c]pyridine-7,4'-oxazolidine)-3'-carboxylate 
• 1574543-64-8 (4aR,6S,7R,7aS)-diphenylmethyl 7-(tert-butoxycarbonylamino)-4-cyano-6-methoxymethoxy-2-methyl-2,4a,5,6,7,7a-hexahydro-1H-cyclopenta[c]pyridine-7-carboxylate 
• 1574543-65-9 (4aR,6S,7R,7aS)-diphenylmethyl 7-amino-4-cyano-6-hydroxy-2-methyl-2,4a,5,6,7,7a-hexahydro-1H-cyclopenta[c]pyridine-7-carboxylate 
• 1574543-78-4 C₄₀H₄₅N₅O₉S 
• 1574543-66-0 C₄₀H₄₇N₅O₁₀S 

Relevant academic research and scientific papers

Enantioselective synthesis of SB-203207

Total synthesis of SB-203207 (1) was achieved, beginning with a desymmetrical C-H insertion reaction of a diazoester bearing our recently developed chiral auxiliary. Utilizing the optically active bicyclo[3.3.0]octane ring, four stereogenic centers were efficiently constructed in sequence. Finally, mild oxidation of 27 to carboxylic acid via a cyanohydrin intermediate and hydrolysis of cyanide to carboxyamide in the presence of the labile enamide group completed an efficient total synthesis of 1.