59076-96-9

Basic information

• Product Name: (3aS,5aR,9aR,9bS)-5a-ethenyl-3,9-dimethylideneoctahydro-2H-furo[2,3-f]isochromene-2,8(3H)-dione
• CAS NO: 59076-96-9
• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.2851
• Mol File: 59076-96-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 477.7°C at 760 mmHg
• Flash Point: 251°C
• Density: 1.21g/cm³
• Vapor Pressure: 2.74E-09mmHg at 25°C
• Refractive Index: 1.547
• CAS DataBase Reference: (3aS,5aR,9aR,9bS)-5a-ethenyl-3,9-dimethylideneoctahydro-2H-furo[2,3-f]isochromene-2,8(3H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: (3aS,5aR,9aR,9bS)-5a-ethenyl-3,9-dimethylideneoctahydro-2H-furo[2,3-f]isochromene-2,8(3H)-dione(59076-96-9)
• EPA Substance Registry System: (3aS,5aR,9aR,9bS)-5a-ethenyl-3,9-dimethylideneoctahydro-2H-furo[2,3-f]isochromene-2,8(3H)-dione(59076-96-9)

Safety Data

• Hazardous Substances Data: 59076-96-9(Hazardous Substances Data)

Upstream product

• 41720-82-5 2α-acetoxytetrahydrosantonin 
• 41720-82-5 2β-acetoxytetrahydrosantonin 
• 76338-16-4 (3S,5aR,9R,9aS,9bS)-3,9-Dimethyl-5a-[2-(2-nitro-phenylselanyl)-ethyl]-octahydro-furo[2,3-f]isochromene-2,8-dione 
• 74284-16-5 (S)-2-[(3S,6R,7S,7aS)-6-Acetoxymethyl-6-(2-hydroxy-ethyl)-3-methyl-2-oxo-octahydro-benzofuran-7-yl]-propionic acid methyl ester 
• 76338-14-2 Acetic acid (3S,5aR,9S,9aS,9bS)-8,8-dimethoxy-3,9-dimethyl-2-oxo-decahydro-naphtho[1,2-b]furan-5a-ylmethyl ester 
• 74284-14-3 Acetic acid (3S,5aR,9S,9aS,9bS)-8-methoxy-3,9-dimethyl-2-oxo-3,3a,4,5,6,9,9a,9b-octahydro-2H-naphtho[1,2-b]furan-5a-ylmethyl ester 
• 41720-80-3 2-oxo-3β-acetoxy-5α-santanolide 
• 73719-41-2 Acetic acid (3S,5aR,9S,9aS,9bS)-3,9-dimethyl-2,8-dioxo-decahydro-naphtho[1,2-b]furan-5a-ylmethyl ester 
• 74284-12-1 C₁₇H₂₄O₅ 
• 60390-20-7 Acetic acid (3S,5aS,7S,8R,9S,9aS,9bS)-7-hydroxy-3,5a,9-trimethyl-2-oxo-dodecahydro-naphtho[1,2-b]furan-8-yl ester 
• 76338-17-5 deoxytetrahydrovernolepin 
• 76338-15-3 (3S,5aR,9R,9aS,9bS)-5a-(2-Hydroxy-ethyl)-3,9-dimethyl-octahydro-furo[2,3-f]isochromene-2,8-dione 
• 74284-13-2 C₁₅H₂₀O₄ 
• 76338-13-1 C₁₅H₂₂O₄ 

Relevant articles and documents

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.