76700-17-9

Upstream product

• 73719-37-6 (3S,3aS,6R,7S,7aS)-7-<(S)-2-hydroxymethylethyl>-2-methoxy-3-methyloctahydrobenzofuran-6-spiro-3'-furan-5'-one 
• 73719-35-4 (3S,3aS,5aR,9R,9aS,9bS)-5a-hydroxymethyl-2-methoxy-3,9-dimethyl-3a,4,5,5a,6,9,9a,9b-octahydronaphtho<1,2-b>furan 
• 51694-22-5 ortho-nitrophenyl selenocyanate 
• 73719-40-1 (3S,3aS,5aR,9S,9aS,9bS)-5a-(2-hydroxyethyl)-2-methoxy-3,9-dimethyldecahydrofuro<2,3-f><2>benzopyran-8-one 
• 73719-38-7 (3S,3aS,6R,7S,7aR)-6-(2-acetoxyethyl)-6-acetoxymethyl-7-<(S)-2-hydroxymethylethyl>-2-methoxy-3-methyloctahydrobenzofuran 
• 73719-36-5 C₁₆H₂₄O₅ 
• 73719-26-3 2,3,3aα,4,5,5a,6,9,9aα,9bβ-decahydro-3α,9α-dimethyl-5aβ-methoxycarbonyl-2-oxonaphtho<2,3-b>furan 

Downstream Products

• 76700-20-4 (3R,3aR,5aR,9R,9aS,9bR)-3,9-Dimethyl-3-phenylselanyl-9-phenylsulfanyl-5a-vinyl-octahydro-furo[2,3-f]isochromene-2,8-dione 
• 76740-88-0 (3R,3aR,5aR,9S,9aS,9bR)-3,9-Dimethyl-3-phenylselanyl-9-phenylsulfanyl-5a-vinyl-octahydro-furo[2,3-f]isochromene-2,8-dione 
• 76700-22-6 (3S,3aS,5aR,9R,9aS,9bS)-2-Methoxy-3,9-dimethyl-9-phenylsulfanyl-5a-vinyl-decahydro-furo[2,3-f]isochromen-8-one 
• 76700-22-6 (3S,3aS,5aR,9S,9aS,9bS)-2-Methoxy-3,9-dimethyl-9-phenylsulfanyl-5a-vinyl-decahydro-furo[2,3-f]isochromen-8-one 
• 76700-19-1 (3R,3aS,5aR,9R,9aS,9bS)-3,9-dimethyl-3-phenylseleno-5a-vinyldecahydrofuro<2,3-f><2>benzopyran-2,8-dione 
• 59076-96-9 (+)-deoxyvernolepin 
• 76700-19-1 (3R,3aR,5aR,9aS,9bR)-3,9-Dimethyl-3-phenylselanyl-5a-vinyl-octahydro-furo[2,3-f]isochromene-2,8-dione 

Relevant academic research and scientific papers

Transformation of Santonin into (+)-Deoxyvernolepin and Related Dilactones

Ozonolysis followed by acetylation of the (3S,3aS,5aR,9R,9aS,9bS)-5a-hydroxymethyl-2-methoxy-3,9-dimethyl-2,3-decahydronaphthofuran (7) derived from (-)-α-santonin gave an unexpected product, (3S,3aS,6R,7S,7aS)-7--2-methoxy-3-methyloctahydrobenzofuran-6-spiro-3'-furan-5'-one (13), which served as the key intermediate for the synthesis of (+)-deoxyvernolepin (2) and related unsaturated lactones (4)-(6).Some unsaturated lactones obtained were submitted to a preliminary test for antitumour activity.

SYNTHESIS OF (+)-DEOXYVERNOLEPIN

2,3,3aα,4,5,5a,6,9,9aα,9bβ-decahydro-3α,9α-dimethyl-5aβ-methoxycarbonyl-2-oxonaphthofuran (2) accessible from α-santonin was transformed into (+)-deoxyvernolepin (1).The preparation of some α-methylenelactones related to 1 has also been described.