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191744-13-5

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Predictably selective (sp3)C-O bond formation through copper catalyzed dehydrogenative coupling: Facile synthesis of dihydro-oxazinone derivatives
An intramolecular dehydrogenative (sp3)C-O bond formation in salicylamides can be initiated by an active Cu/O2 species to generate pharamaceutically relevant dihydro-oxazinones. Experimental findings suggest that stereoelectronic parameters in both coupling partners are controlling factors for site selectivity in bond formation. Mechanistic investigations including isotope labeling, kinetic studies helped to propose a catalytic cycle. The method provides a convenient synthesis of an investigational new medicine CX-614, which has potential in finding treatment for Parkinson's and Alzheimer's diseases.
Modak, Atanu,Dutta, Uttam,Kancherla, Rajesh,Maity, Soham,Bhadra, Mohitosh,Mobin, Shaikh M.,Maiti, Debabrata
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p. 2602 - 2605
(2014/06/09)

A catalytic route to ampakines and their derivatives
A catalytic domino reaction that efficiently provides access to an important class of heterocycles, the ampakines, is reported. Our approach is based on the cobalt-catalyzed hydroformylation of dihydrooxazines and allows for the facile synthesis of the pharmaceutically interesting compound CX-614 and related substances.
Mulzer, Michael,Coates, Geoffrey W.
p. 1426 - 1428
(2011/05/04)

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Chemical Properties

Melting Point: 149-151°C
Boiling Point: 473.8 °C at 760 mmHg
Flash Point:240.3 °C
Density: 1.45 g/cm³
Solubility:Chloroform, DMSO, Methanol
Storage Temp.:Refrigerator
Vapor Pressure: 3.82E-09mmHg at 25°C
Refractive Index: 1.651
PKA: -1.49±0.20(Predicted)
PSA: 48.00000
LogP: 1.35020

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