29064-99-1

Basic information

• Product Name: (3aR,5aS,9aS,9bR)-1,3a,4,5,5a,6,7,9,9a,9b-Decahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan-2,8-dione
• Synonyms: (3aR,5aS,9aS,9bR)-1,3a,4,5,5a,6,7,9,9a,9b-Decahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan-2,8-dione
• CAS NO: 29064-99-1
• Molecular Weight: 0
• Mol File: 29064-99-1.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (3aR,5aS,9aS,9bR)-1,3a,4,5,5a,6,7,9,9a,9b-Decahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan-2,8-dione(CAS DataBase Reference)
• NIST Chemistry Reference: (3aR,5aS,9aS,9bR)-1,3a,4,5,5a,6,7,9,9a,9b-Decahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan-2,8-dione(29064-99-1)
• EPA Substance Registry System: (3aR,5aS,9aS,9bR)-1,3a,4,5,5a,6,7,9,9a,9b-Decahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan-2,8-dione(29064-99-1)

Safety Data

• Hazardous Substances Data: 29064-99-1(Hazardous Substances Data)

Upstream product

• 564-20-5 (3aR)-(+)-sclareolide 
• 6790-58-5 (-)-ambroxide 
• 1422446-22-7 C₁₆H₂₆O₃ 

Relevant articles and documents

High-Spin and Low-Spin State Perferryl Intermediates: Reactivity-Selectivity Correlation in Fe(PDP) Catalyzed Oxidation of (+)-Sclareolide

Five iron complexes of the Fe(PDP) family, giving rise to the low-spin (S=1/2) and high-spin (S=3/2) perferryl oxygen-transferring intermediates, have been screened in the C?H oxidation of the bulky steroidal substrate (3aR)-(+)-sclareolide with H2/

Catalyst-controlled aliphatic C—H oxidations

The invention provides simple small molecule, non-heme iron catalyst systems with broad substrate scope that can predictably enhance or overturn a substrate's inherent reactivity preference for sp3-hybridized C—H bond oxidation. The invention also provides methods for selective aliphatic C—H bond oxidation. Furthermore, a structure-based catalyst reactivity model is disclosed that quantitatively correlates the innate physical properties of the substrate to the site-selectivities observed as a function of the catalyst. The catalyst systems can be used in combination with oxidants such as hydrogen peroxide to effect highly selective oxidations of unactivated sp3 C—H bonds over a broad range of substrates.

Scalable, Electrochemical Oxidation of Unactivated C-H Bonds

A practical electrochemical oxidation of unactivated C-H bonds is presented. This reaction utilizes a simple redox mediator, quinuclidine, with inexpensive carbon and nickel electrodes to selectively functionalize "deep-seated" methylene and methine moieties. The process exhibits a broad scope and good functional group compatibility. The scalability, as illustrated by a 50 g scale oxidation of sclareolide, bodes well for immediate and widespread adoption.