75657-53-3

Upstream product

• 75558-33-7 stypotriol trimesylate 
• 149051-04-7 (1'S,2'S,4'aR,4'bS,7'S,8'aS,10'aR)-7'-(Benzoyloxy)-4a',4b',5',6',7',8',8a',9',10',10a'-decahydro-5-hydroxy-2',4b',7,8',8',10a'-hexamethylspiro-3'(4'H)-one 
• 149051-06-9 (1'S,2'S,4a'R,4b'S,7'S,8a'S,10a'R)-7'-(Benzoyloxy)-3',4'4a',4b',5',6',7',8',8a',9',10',10a'-dodecahydro-2',4b',7,8',8',10a'-hexamethylspiro-5-ol 
• 182880-85-9 (5α,13α)-14,17-epoxy-23-hydroxy-4,4,8-trimethyl-16,24-cyclo-13,17-secochola-16,20(22),23-trien-3-one 
• 2244-16-8 (S)-p-mentha-6,8-dien-2-one 
• 158930-44-0 6-methyl-carvone 
• 183072-24-4 3-[(1R,6R)-1,3-dimethyl-6-(1-methylethenyl)-2-oxo-3-cyclohexenyl]-1-propanal 
• 212185-22-3 (5R,6R)-6-(3,3-diethoxypropyl)-2,6-dimethyl-5-(1-methylethenyl)-2-cyclohexen-1-one 
• 182880-78-0 (1aS,1bR,3aR,7aR,7bS,9aR)-9a-(tert-Butyl-dimethyl-silanyloxy)-1a,3a,5,7b-tetramethyl-1,1a,1b,2,3,3a,7,7a,7b,8,9,9a-dodecahydro-cyclopropa[a]phenanthren-4-one 
• 182880-77-9 (4aR,4bS,8aR,10aR)-7-(tert-Butyl-dimethyl-silanyloxy)-2,4b,8,10a-tetramethyl-4a,4b,5,6,8a,9,10,10a-octahydro-4H-phenanthren-1-one 
• 182880-75-7 (5R,6R)-6-[(E)-5-(tert-Butyl-dimethyl-silanyloxy)-4-methyl-hexa-3,5-dienyl]-5-isopropenyl-2,6-dimethyl-cyclohex-2-enone 
• 182880-73-5 (5R,6R)-2,6-dimethyl-5-(1-methylethenyl)-6-((E)-4-methyl-5-oxo-3-hexenyl)-2-cyclohexen-1-one 
• 182880-79-1 (1aS,1bR,3aR,5S,7aR,7bS,9aR)-9a-(tert-Butyl-dimethyl-silanyloxy)-1a,3a,5,7b-tetramethyl-tetradecahydro-cyclopropa[a]phenanthren-4-one 
• 182880-82-6 (1aS,1bR,3aR,4S,5S,7aR,7bR,9aR)-4-(2,5-Bis-methoxymethoxy-3-methyl-benzyl)-9a-(tert-butyl-dimethyl-silanyloxy)-1a,3a,5,7b-tetramethyl-tetradecahydro-cyclopropa[a]phenanthren-4-ol 

Downstream Products

• 71103-05-4 stypoldione 

Relevant academic research and scientific papers

An efficient stereoselective synthesis of stypodiol and epistypodiol

An efficient synthesis of stypodiol (1) and its epimer at C-14, epistypodiol (2), was accomplished starting from (S)-(+)-carvone (7). The synthesis of both epimeric compounds proceeds through common intermediates using an IMDA reaction, a sonochemical Barbier reaction, and an acid- catalyzed quinol-tertiary alcohol cyclization as key synthetic steps.

Diterpenoid Total Synthesis, XXXI. Synthesis and Absolute Configuration of (-)-Stypoldione, a Metabolite of Stypopodium zonale

(S)-3-Hydroxy-2,2-dimethylcyclohexanone (2) was converted to (-)-stypoldione (1), the ichthyotoxic and cytotoxic metabolite of the brown alga Stypopodium zonale.The present synthesis established the absolute configuration of (-)-stypoldione as depicted in

APPLICATION OF BIOCHEMICAL METHODS IN ENANTIOSELECTIVE SYNTHESIS OF BIOACTIVE NATURAL PRODUCTS

Enzymes as well as yeasts were used in enantioselective syntheses of bioregulators such as hormones and semiochemicals.Lipases and esterases were employed in achieving optical resolution, conversion of meso-compounds to optically active compounds, and macrolactonization.Lactase effected glucosidation of a phenolic hydroxy ketone without any protection of the functional groups.Yeasts provided a variety of optically active hydroxy esters and ketones, which served as versatile non-racemic chiral building blocks.