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Quality Level
Assay
97%
form
solid
mp
67-69 °C (lit.)
solubility
dichloromethane: soluble 25 mg/mL, clear, colorless to yellow
SMILES string
CC1(C)COC(=O)C1=O
InChI
1S/C6H8O3/c1-6(2)3-9-5(8)4(6)7/h3H2,1-2H3
InChI key
HRTOQFBQOFIFEE-UHFFFAOYSA-N
General description
Dihydro-4,4-dimethyl-2,3-furandione is an activated keto compound and its enantioselective hydrogenation was reported. Neutral Rhodium (I) aminophosphine-phosphinite complex calatyzed asymmetric hydrogenation of dihydro-4,4-dimethyl-2,3-furandione was reported. Asymmetric hydrogenation of dihydro-4,4-dimethyl-2,3-furandione gives D-(-)-pantoyl lactone, a key intermediate in the synthesis of pantothenic acid.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Neutral Rhodium (I) Aminophosphine-Phosphinite Complexes: Synthesis, Structure, and Use in Catalytic Asymmetric Hydrogenation of Activated Keto Compounds.
Organometallics, 14(5), 2480-2489 (1995)
Organic Syntheses, 63, 18-18 (1985)
European journal of biochemistry, 174(1), 37-44 (1988-05-16)
A novel enzyme which specifically catalyzes the reduction of conjugated polyketones was purified to homogeneity from cells of Mucor ambiguus AKU 3006. The enzyme has a strict requirement for NADPH and irreversibly reduces a number of quinones such as p-benzoquinone
Journal of the American Chemical Society, 125(44), 13342-13343 (2003-10-30)
The combination of ATR-IR and modulation spectroscopy allowed for the study of the interaction of ketopantolactone with Pt/Al2O3 films chirally modified by cinchonidine under hydrogenation conditions. The spectra reveal a significant influence of ketopantolactone on the adsorption of the modifier
Rhodium (I) bis (aminophosphane) complexes as catalysts for asymmetric hydrogenation of activated ketones.
Tetrahedron Asymmetry, 7(2), 379-382 (1996)
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