77412-96-5

Basic information

• Product Name: Methanesulfonic acid, trifluoro-, 4-(1,1-dimethylethyl)-1-cyclohexen-1-ylester
• Synonyms: 4;4-tert-butylcyclohex-1-enyl trifluoromethanesulfonate;4-tert-butyl-1-cyclohexenyl trifluoromethanesulfonate;1-trifluoromethanesulfonyloxy-4-t-butylcyclohexene
• CAS NO: 77412-96-5
• Molecular Formula: C11H17F3O3S
• Molecular Weight: 286.315
• Mol File: 77412-96-5.mol
• Article Data: 27

Chemical Properties

• Boiling Point: 294.5±40.0 °C(Predicted)
• Density: 1.25±0.1 g/cm3(Predicted)
• CAS DataBase Reference: Methanesulfonic acid, trifluoro-, 4-(1,1-dimethylethyl)-1-cyclohexen-1-ylester(CAS DataBase Reference)
• NIST Chemistry Reference: Methanesulfonic acid, trifluoro-, 4-(1,1-dimethylethyl)-1-cyclohexen-1-ylester(77412-96-5)
• EPA Substance Registry System: Methanesulfonic acid, trifluoro-, 4-(1,1-dimethylethyl)-1-cyclohexen-1-ylester(77412-96-5)

Safety Data

• Hazardous Substances Data: 77412-96-5(Hazardous Substances Data)

Upstream product

• 37595-74-7 N,N-phenylbistrifluoromethane-sulfonimide 
• 27607-77-8 trimethylsilyl trifluoromethanesulfonate 
• 98-53-3 4-tercbutyl-cyclohexanone 
• 358-23-6 trifluoromethylsulfonic anhydride 
• 456-64-4 phenyl trifluoromethanesulfonamide 
• 66323-98-6 tert-butyl(4-tert-butylcyclohex-1-enyloxy)dimethylsilane 
• 145100-51-2 N-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-[(trifluoromethyl)sulphonyl]methanesulphonamide 
• 19980-19-9 4-t-butyl-1-trimethylsilyloxy-1-cyclohexene 

Downstream Products

• 133986-12-6 1-(4-tertbutylcyclohex-1-en-1-yl)-3-methylbut-2-en-1-one 
• 93725-77-0 1-(4-tert-butylcyclohex-1-en-1-yl)-4-methylbenzene 
• 3419-74-7 4-tert-Butyl-1-methylcyclohex-1-en 
• 61187-40-4 4-(tert-butyl)cyclohex-1-enecarbaldehyde 
• 2645-36-5 1-(N-phenylcarbamoyl)piperidine 
• 143143-51-5 1-(1-Azepanyl)-4-tert-butyl-1-cyclohexen 
• 33800-81-6 4-(tert-butyl)-1-vinyl-1-cyclohexene 
• 406235-36-7 methyl 4-(4-tert-butyl-1-cyclohexen-1-yl)benzoate 
• 929602-08-4 3-(2-aminophenyl)-1-(4-tert-butylcyclohex-1-en-1-yl)prop-2-yn-1-one 
• 183589-43-7 Acetic acid 2-(4-tert-butyl-cyclohex-1-enylethynyl)-phenyl ester 

Relevant articles and documents

Carbonyl 1,2-transposition through triflate-mediated a-amination

To date, it remains challenging to selectively migrate a carbonyl oxygen within a given molecular scaffold, especially to an adjacent carbon. In this work, we describe a simple one- or two-pot protocol that transposes a ketone to the vicinal carbon. This approach first converts the ketone to the corresponding alkenyl triflate, which can then undergo the palladium- and norbornene-catalyzed regioselective a-amination and ipso-hydrogenation enabled by a bifunctional hydrogen and nitrogen donor. The resulting "transposed enamine" intermediate can subsequently be hydrolyzed to produce the 1,2-carbonyl-migrated product. This method allows rapid access to unusual bioactive analogs through late-stage functionalization.

Cyclic Alkenylsulfonyl Fluorides: Palladium-Catalyzed Synthesis and Functionalization of Compact Multifunctional Reagents

A series of low-molecular-weight, compact, and multifunctional cyclic alkenylsulfonyl fluorides were efficiently prepared from the corresponding alkenyl triflates. Palladium-catalyzed sulfur dioxide insertion using the surrogate reagent DABSO effects sulfinate formation, before trapping with an F electrophile delivers the sulfonyl fluorides. A broad range of functional groups are tolerated, and a correspondingly large collection of derivatization reactions are possible on the products, including substitution at sulfur, conjugate addition, and N-functionalization. Together, these attributes suggest that this method could find new applications in chemical biology.

MACROCYCLIC BROAD SPECTRUM ANTIBIOTICS

Provided herein are antibacterial compounds, wherein the compounds in some embodiments have broad spectrum bioactivity. In various embodiments, the compounds act by inhibition of bacterial type 1 signal peptidase (SpsB), an essential protein in bacteria. Pharmaceutical compositions and methods for treatment using the compounds described herein are also provided.