473536-57-1

Basic information

• Product Name: (4S,6R)-4-[(tert-butyldimethylsilyl)oxy]-6-methyl-2-cyclohexen-1-one
• Synonyms: (4S,6R)-4-[(tert-butyldimethylsilyl)oxy]-6-methyl-2-cyclohexen-1-one
• CAS NO: 473536-57-1
• Molecular Weight: 240.418
• Mol File: 473536-57-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (4S,6R)-4-[(tert-butyldimethylsilyl)oxy]-6-methyl-2-cyclohexen-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (4S,6R)-4-[(tert-butyldimethylsilyl)oxy]-6-methyl-2-cyclohexen-1-one(473536-57-1)
• EPA Substance Registry System: (4S,6R)-4-[(tert-butyldimethylsilyl)oxy]-6-methyl-2-cyclohexen-1-one(473536-57-1)

Safety Data

• Hazardous Substances Data: 473536-57-1(Hazardous Substances Data)

Upstream product

• 119478-74-9 (S)-4-((tert-butyldimethylsilyl)oxy)cyclohex-2-enone 
• 74-88-4 methyl iodide 
• 473536-55-9 (1R,4S,6R)-6-methyl-1-[(p-tolylsulfonyl)methyl]-2-cyclohexen-1,4-diol 
• 473536-54-8 (4R,5R)-4-hydroxy-5-methyl-4-[(p-tolylsulfonyl)methyl]-2-cyclohexen-1-one 
• 473536-53-7 [4R,5R,SS]-4-hydroxy-5-methyl-4-[(p-tolylsulfinyl)methyl]-2-cyclohexen-1-one 
• 69739-34-0 t-butyldimethylsiyl triflate 
• 473536-56-0 (1R,4S,6R)-4-[(tert-butyldimethylsilyl)oxy]-6-methyl-1-[(p-tolylsulfonyl)methyl]-2-cyclohexen-1-ol 

Downstream Products

• 473536-60-6 Isobutyric acid (1S,4S,6R)-2-bromo-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-cyclohex-2-enyl ester 
• 473536-59-3 (1S,4S,6R)-2-Bromo-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-cyclohex-2-enol 
• 473536-51-5 (1S,4S,6R)-4-[(tert-butyldimethylsilyl)oxy]-6-methyl-2-vinyl-2-cyclohexen-1-yl-isobutyrate 
• 473536-58-2 (4S,6R)-2-bromo-4-[(tert-butyldimethylsilyl)oxy]-6-methyl-2-cyclohexen-1-one 

Relevant articles and documents

The preparation of α-alkylidene-γ-butyrolactones using a telescoped intramolecular Michael/Olefination (TIMO) sequence: Synthesis of (+)-paeonilactone B

A novel telescoped intramolecular Michael addition/proton transfer/HWE olefination sequence has been developed to provide rapid access to α-alkylidene-γ-butyrolactones. This methodology has been applied to prepare a range of tetrahydrobenzofuran-2,5-diones, and related systems, and also utilised in an extremely short synthesis of the natural product (+)-paeonilactone B in enantiomerically pure form. In addition, preliminary experiments are described that illustrate a palladium-catalysed variant proceeding by way of a π-allyl intermediate. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

Enantioselective synthesis of natural polyoxygenated cyclohexanes and cyclohexenes from [(p-tolylsulfinyl)methyl]-p-quinols

Exploitation of the β-hydroxysulfoxide fragment present in a number of enantiomerically pure (SR)and (SS)-[(p-tolylsulfinyl)methyl]-pquinols allowed chemo- and stereocontrolled conjugate additions of different organoaluminium reagents to the cyclohexadien

Enantioselective total synthesis of angucyclinone-type antibiotics rubiginones A2 and C2

The tetracyclic skeleton of C4-oxygenated angucyclinone-type antibiotics rubiginones A2 ((+)-3) and C2 ((-)-4) is constructed by Diels-Alder reaction of a racemic sulfinyl-substituted methyl juglone and the enantiopure vinyl cyclohex