65915-63-1

Basic information

• Product Name: (S)-1,2,3,4,5-pentahydrobenzo[a][7]annulen-1-ol
• Synonyms: (S)-1,2,3,4,5-pentahydrobenzo[a][7]annulen-1-ol
• CAS NO: 65915-63-1
• Molecular Weight: 162.232
• Mol File: 65915-63-1.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (S)-1,2,3,4,5-pentahydrobenzo[a][7]annulen-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1,2,3,4,5-pentahydrobenzo[a][7]annulen-1-ol(65915-63-1)
• EPA Substance Registry System: (S)-1,2,3,4,5-pentahydrobenzo[a][7]annulen-1-ol(65915-63-1)

Safety Data

• Hazardous Substances Data: 65915-63-1(Hazardous Substances Data)

Upstream product

• 76-86-8 Triphenylsilyl chloride 
• 35550-94-8 1-benzosuberol 
• 1450666-41-7 (R)-benzosuber-1-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate 
• 1450666-38-2 (S)-benzosuber-1-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate 
• 1450666-43-9 (S)-benzosuber-1-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-1-acetyl-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate 
• 1450666-42-8 1-[(S)-benzosuber-1-yloxycarbonyloxy]ethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate 

Downstream Products

• 79416-49-2 (R)-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-ol 
• 826-73-3 1-Benzosuberone 
• 112270-52-7 2,3-benzotropone tosylhydrazone 
• 40154-60-7 4,5-Benzotropone tosylhydrazone 
• 485-46-1 5H-benzocyclohepten-5-one 
• 107365-78-6 1-(p-Hydroxyphenyl)benzosuberan 
• 107365-77-5 1-(o-Hydroxyphenyl)benzosuberan 
• 128364-39-6 5-bromo-6,7,8,9-tetrahydro-5H-benzocycloheptene 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 

Relevant articles and documents

Palladium Complexes Bearing Chiral bis(NHC) Chelating Ligands on a Spiro Scaffold: Synthesis, Characterization, and Their Application in the Oxidative Kinetic Resolution of Secondary Alcohols

A series of chiral bis-N-heterocyclic carbene ligands H2[(S)-1a-d]X2 (X = Br, I) on a spiro scaffold and their palladium complexes (S)-2a-d and (S)-3a,b were prepared and applied in the enantioselective oxidative kinetic resolution of secondary alcohols. The corresponding alcohols can be obtained in high yields with moderate to excellent ee values.

Silylation-based kinetic resolution of monofunctional secondary alcohols

The nucleophilic small molecule catalyst (-)-tetramisole was found to catalyze the kinetic resolution of monofunctional secondary alcohols via enantioselective silylation. Optimization of this new methodology allows for selectivity factors up to 25 utilizing commercially available reagents and mild reaction conditions.

Scope of enantioselective Palladium(II)-catalyzed aerobic alcohol oxidations with (-)-sparteine

Evaluation of the substrate scope for Pd(II)/ (-)-sparteine catalyzed aerobic oxidative kinetic resolution of secondary alcohols is disclosed. An improved system is found with use of tert-butyl alcohol solvent in which benzylic and aliphatic alcohols as well as alcohols containing olefins are effectively oxidatively resolved. For substrates that successfully undergo oxidative kinetic resolution, krel values are generally between 10 and 20. Successful scale-up of various substrates to 10-mmol scale is described. Extension to oxidative desymmetrization of 1,3-meso-diols is successful with enantiomeric excesses ranging from 78 to 85%.