81752-76-3

Upstream product

• 108-24-7 acetic anhydride 
• 81752-75-2 Acetic acid 2-((4bS,8aS)-3-methoxy-4b,8,8-trimethyl-10-oxo-4b,5,6,7,8,8a,9,10-octahydro-phenanthren-2-yl)-propyl ester 
• 87315-82-0 16-acetoxy-12-methoxyabieta-8,11,13-triene 
• 87315-81-9 12-methoxyabieta-8,11,13-trien-16-ol 
• 24099-80-7 methyl 13-isopropenyl-12-methoxypodocarpa-8,11,13-trien-19-oate 
• 10064-25-2 13-(1'-methenylethyl)-12-methoxy-podocarpane-8,11,13-triene 
• 79985-64-1 (S)-4,4,8,11b-Tetramethyl-1,3,4,4a,5,8,9,11b-octahydro-2H-10-oxa-cyclopenta[b]phenanthren-6-one 

Downstream Products

• 86000-31-9 {(S)-2-[4-(2-Hydroxy-1-methyl-ethyl)-2,5-dimethoxy-phenyl]-2,6,6-trimethyl-cyclohexyl}-acetic acid 
• 86000-30-8 {(S)-2-[4-(2-Hydroxy-1-methyl-ethyl)-2,5-dimethoxy-phenyl]-2,6,6-trimethyl-cyclohexyl}-acetic acid methyl ester 

Relevant academic research and scientific papers

The Synthesis of (15R)-Coleon C and (15S)-Coleon C

(15R)-11,16-Dihydroxy-12-methoxymethoxy-8,11,13-abietatrien-7-one and its (15S)-epimer prepared from a C-15 epimeric mixture of 12-methoxy-8,11,13-abietatrien-16-ol, were transformed into (15R)-6,11,12,14,16-pentahydroxy-5,8,11,13-abietatetraen-7-one and its (15S)-epimer; these were identical with natural (15R)-coleon C and (15S)-coleon C, respectively.

Synthesis of coleon C tri-O-methyl ether

Starting from podocarpic acid, two model preparations are described leading to p-quinones suitably functionalized as intermediates in the synthesis of coleon C.The proper p-quinone was obtained by a regio-and stereo-selective route and, following steps pr