Dihydroquinidine
Encyclopedia
Dihydroquinidine is an organic compound
and as a cinchona alkaloid closely related to quinine
. The specific rotation
is +226° in ethanol
@ 2g/100 ml. A derivative of this molecule is used as chiral ligand
in the AD-mix
for Sharpless Dihydroxylation.
Organic compound
An organic compound is any member of a large class of gaseous, liquid, or solid chemical compounds whose molecules contain carbon. For historical reasons discussed below, a few types of carbon-containing compounds such as carbides, carbonates, simple oxides of carbon, and cyanides, as well as the...
and as a cinchona alkaloid closely related to quinine
Quinine
Quinine is a natural white crystalline alkaloid having antipyretic , antimalarial, analgesic , anti-inflammatory properties and a bitter taste. It is a stereoisomer of quinidine which, unlike quinine, is an anti-arrhythmic...
. The specific rotation
Specific rotation
In stereochemistry, the specific rotation of a chemical compound [α] is defined as the observed angle of optical rotation α when plane-polarized light is passed through a sample with a path length of 1 decimeter and a sample concentration of 1 gram per 1 millilitre. It is the main property used to...
is +226° in ethanol
Ethanol
Ethanol, also called ethyl alcohol, pure alcohol, grain alcohol, or drinking alcohol, is a volatile, flammable, colorless liquid. It is a psychoactive drug and one of the oldest recreational drugs. Best known as the type of alcohol found in alcoholic beverages, it is also used in thermometers, as a...
@ 2g/100 ml. A derivative of this molecule is used as chiral ligand
Chiral ligand
In chemistry a chiral ligand is a specially adapted ligand used for asymmetric synthesis. This ligand is an enantiopure organic compound which combines with a metal center by chelation to form an asymmetric catalyst. This catalyst engages in a chemical reaction and transfers its chirality to the...
in the AD-mix
AD-mix
AD-mix in organic chemistry is a commercially available mixture of reagents for performing amongst others the Sharpless asymmetric dihydroxylation of alkenes. The mix is available in two variations, "AD-mix α" and "AD-mix β" following ingredient lists published by Sharpless...
for Sharpless Dihydroxylation.