19903-94-7

Basic information

• Product Name: (-)-Bakkenolide L
• Synonyms: (-)-Bakkenolide L;(1R,2R,3aβ,4β,7α,7aβ)-1β,7-Bis(acetyloxy)-1,3,3a,4,5,6,7,7a,4',5'-decahydro-3a,4-dimethyl-4'-methylenespiro[2H-indene-2,3'(2'H)-furan]-2'-one;(1'R,3R,7'aβ)-1'β,7'α-Diacetoxy-3'aβ,4'β-dimethyl-4-methylenespiro[oxolane-3,2'-hydrindane]-2-one;(2R,3aα)-2'-Oxo-4'-methylene-7α,7aα-dimethylspiro[hydrindane-2,3'-oxolane]-3α,4β-diol 3,4-diacetate;Bakkenolide L
• CAS NO: 19903-94-7
• Molecular Formula: C19H26O6
• Molecular Weight: 350.40614
• Mol File: 19903-94-7.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (-)-Bakkenolide L(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-Bakkenolide L(19903-94-7)
• EPA Substance Registry System: (-)-Bakkenolide L(19903-94-7)

Safety Data

• Hazardous Substances Data: 19903-94-7(Hazardous Substances Data)

Upstream product

• 322726-32-9 (+)-1α,9β-dihydroxy-7-epi-bakkenolide A 
• 322480-02-4 (+)-1,10-didehydro-7-epi-9α-hydroxy-bakkenolide A 
• 192197-74-3 (2'S,3a'R,4'S,7a'S)-3a',4'-dimethyl-4-methyleneoctahydro-2H-spiro[furan-3,2'-indene]-1',2-(3'H)-dione 
• 322479-98-1 (-)-1,10-didehydro-7-epi-9-oxo-bakkenolide A 
• 192197-73-2 (1S,2R,6S,8S)-ethyl-1,2-dimethyl-7-oxobicyclo[4.3.0]nonane-8-carboxylate 
• 6610-16-8 (R)-(+)-2-methyl-2-cyclohexen-1-ol 
• 322480-00-2 (2S,3aR,4S,7aS)-prop-2-ynyl 3a,4-dimethyl-1-oxooctahydro-1H-indene-2-carboxylate 
• 24909-95-3 (-)-Bakkenolide III 
• 108-24-7 acetic anhydride 
• 1121-18-2 2-methyl-2-cyclohexen-1-one 
• 122518-91-6 (S)-1,6-dimethyl-1-cyclohexene 
• 122452-76-0 Phenyl-carbamic acid (R)-2-methyl-cyclohex-2-enyl ester 
• 122518-90-5 (1R,2S,6S)-8,8-Dichloro-1,2-dimethyl-bicyclo[4.2.0]octan-7-one 

Relevant articles and documents

First comprehensive bakkane approach: Stereoselective and efficient dichloroketene-based total syntheses of (±)- and (-)-9-acetoxyfukinanolide, (±)- and (+)-bakkenolide a, (-)-bakkenolides III, B, C, H, L, V, and X, (±)- and (-)-homogynolide A, (±)-homogynolide B, and (±)-palmosalide C

Cycloaddition of dichloroketene with dimethylcyclohexenes has been used as the key reaction in an efficient, general approach to the bakkanes. New methods and methodologies that have been developed in this work include spiro β-methylene-γ-butyrolactonizations, a vicinal dicarboxylation, an angelic ester preparation, a transesterification, an epoxy ketone double reduction, and a retro aldol-aldol approach to low-energy aldol isomers.