68985-11-5

Basic information

• Product Name: [(4aS,8aS)-3,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethylnaphthalen-1-yl]acetaldehyde
• Synonyms: [(4aS,8aS)-3,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethylnaphthalen-1-yl]acetaldehyde
• CAS NO: 68985-11-5
• Molecular Weight: 234.382
• Mol File: 68985-11-5.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: [(4aS,8aS)-3,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethylnaphthalen-1-yl]acetaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: [(4aS,8aS)-3,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethylnaphthalen-1-yl]acetaldehyde(68985-11-5)
• EPA Substance Registry System: [(4aS,8aS)-3,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethylnaphthalen-1-yl]acetaldehyde(68985-11-5)

Safety Data

• Hazardous Substances Data: 68985-11-5(Hazardous Substances Data)

Upstream product

• 31207-65-5 8α-acetoxy-13,14,15,16-tetranor-12-labdanoic acid 
• 103476-92-2 (3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan-2-ol 
• 564-20-5 (3aR)-(+)-sclareolide 
• 190264-38-1 2-((1R,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl)-N-methoxy-N-methylacetamide 
• 61047-04-9 2-((1S,6S)-1,3,7,7-tetramethylbicyclo[4.4.0]dec-2-en-2-yl)ethyl acetate 
• 31222-15-8 2-[(4aS,8aS)-3,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethylnaphthalen-1-yl]ethanol 
• 64061-39-8 (1R,2R,4aS,8aS)-(+)-1-(2'-acetoxyethyl)-1,2,3,4,4a,5,6,7,8,8a-decahydro-2-hydroxy-2,5,5,8a-tetramethylnaphthalene 
• 1224876-02-1 2-[(4aS,8aS)-3,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethylnaphthalen-1-yl]acetonitrile 
• 97974-42-0 1-ethynyl-2,5,5,8a-tetramethyl-perhydro-4aH-1-naphthalenol 

Downstream Products

• 6790-58-5 (-)-ambroxide 
• 564-20-5 (3aR)-(+)-sclareolide 

Relevant articles and documents

Synthesis of (+)-coronarin E

The labdane-type diterpenoid (+)-coronatin E (5) has been synthesized in 7 steps from (-)-sclareol (1) for the first time.

Lewis Acid-Catalyzed Stereoselective α-Addition of Chiral Aldehydes to Cyclic Dienol Silanes: Aqueous Synthesis of Chiral Butenolides

The stereoselective α-addition to cyclic dienol silanes has rarely been exploited, in contrast to the well-studied γ-addition of conjugated butenolides. In this study, an unprecedent catalytic Mukaiyama aldol α-addition of 2-trimetylsiloxy furan to optically pure aldehydes in water-containing solvents is reported. The synthetic utility of this concept was demonstrated in the efficient synthesis of six bioactive natural products: vitexolide D, curcucomosin C, villosin, chinensine C, (+)-coronarin E and (E)-labda-7,11,13-trien-16,15-olid.

Bioactive compounds with added value prepared from terpenes contained in solid wastes from the olive oil industry

Starting from solid wastes from two-phase olive-oil extraction, the pentacyclic triterpenes oleanolic acid and maslinic acid were isolated. These natural compounds were transformed into methyl olean-12-en-28-oate (5), which then was transformed into several seco-C-ring triterpene compounds by chemical and photolytic modifications. The triene seco-products were fragmented through several oxidative procedures to produce, simultaneously, cis- and trans-decalin derivatives, both potential synthons for bioactive compounds. The chemical behavior of the isolated fragments was investigated, and a suitable approach to several low-molecular-weight terpenes was performed. These are interesting processes for the value-addition to solid waste from the olive-oil industry.