812693-91-7

Basic information

• Product Name: 6,6′-({[(1R,2R)-cyclohexane-1,2-diyl]bis(azanediyl)}bis-[methylene])bis(2,4-di-tert-butylphenol)
• Synonyms: 6,6′-({[(1R,2R)-cyclohexane-1,2-diyl]bis(azanediyl)}bis-[methylene])bis(2,4-di-tert-butylphenol)
• CAS NO: 812693-91-7
• Molecular Weight: 550.869
• Mol File: 812693-91-7.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 6,6′-({[(1R,2R)-cyclohexane-1,2-diyl]bis(azanediyl)}bis-[methylene])bis(2,4-di-tert-butylphenol)(CAS DataBase Reference)
• NIST Chemistry Reference: 6,6′-({[(1R,2R)-cyclohexane-1,2-diyl]bis(azanediyl)}bis-[methylene])bis(2,4-di-tert-butylphenol)(812693-91-7)
• EPA Substance Registry System: 6,6′-({[(1R,2R)-cyclohexane-1,2-diyl]bis(azanediyl)}bis-[methylene])bis(2,4-di-tert-butylphenol)(812693-91-7)

Safety Data

• Hazardous Substances Data: 812693-91-7(Hazardous Substances Data)

Upstream product

• 50-00-0 formaldehyd 
• 96-76-4 2,4-di-tert-Butylphenol 
• 32044-22-7 (1R,2R)-1,2-diaminocyclohexane tartrate 
• 37942-07-7 3,5-di-tert-butyl-2-hydroxybenzaldehyde 
• 20439-47-8 (1R,2R)-1,2-diaminocyclohexane 
• 151433-25-9 (R,R)-N,N'-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine 
• 32044-22-7 (R,R)-1,2-diaminocyclohexane*(+)-tartric acid 
• 135616-40-9 (R,R)-N,N'-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine 

Downstream Products

• 914614-75-8 (1R,2R)-N,N′-dimethyl-N,N′-di[(2-hydroxy-3,5-di(tert-butyl))benzyl]-1,2-diaminocyclohexane 

Relevant articles and documents

Stereoselective protonation of 2-methyl-1-tetralone lithium enolate catalyzed by salan-type diamines

Asymmetric protonation of ketone enolates is a convenient alternative to asymmetric alkylation of enolates that allows to convert racemic ketones into their optically active form. Here, we have reported an efficient enantioselective protonation of 2-methyl-1-tetralone lithium enolate catalyzed by salan-type diamines. A broad series of salan-type catalysts were synthesized, including several previously unknown, and subsequently tested in the title reaction. For the first time, a chiral amine used as organocatalyst has shown better results than as stoichiometric protonating agent. Application of only 10 mol% of salan allows to obtain the title ketone with high yield and enantiomeric excess up to 75%. The DFT calculations of the structure of the catalyst and its complex with lithium enolate were conducted, which makes it possible to propose a likely reaction mechanism.

PROCESS FOR THE PREPARATION OF ENANTIOMERICALLY ENRICHED PROTON PUMP INHIBITORS

The invention discloses a process for the preparation of compounds having structures typical for proton pump inhibitors in enantiomerically enriched form by using particular metal catalysts in an enantioselective oxidation step. Also disclosed are useful further processes and pure intermediate and subsequently final products.

Titanium-salan-catalyzed asymmetric oxidation of sulfides and kinetic resolution of sulfoxides with H2O2 as the oxidant

Asymmetric oxidation of sufides to sulfoxides by aqueous hydrogen peroxide with catalysis by titanium-salan complexes is presented. Optically active sulfoxides have been obtained with good to high enantioselectivities (up to 97% ee) by a tandem enantioselective oxidation and kinetic resolution procedure, the catalyst performing over 500 turnovers with no loss of enantioselectivity. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.