Dihydroquinine Base – Fine Chemical

CAS-No. 522-66-7

Dihydroquinine Base - DHQ (CAS-No. 522-66-7) is a cinchona alkaloid closely related to quinine. Compared to Quinine Base the double bond is hydrogenated, but the stereochemistry is the same. DHQ is widely used as a chiral ligand / chiral catalyst in asymmetric synthesis. Well-known derivatives of Dihydroquinine like (DHQ)2PHAL, (DHQ)2AQN or (DHQ)2PYR enable highly enantioselective reactions.

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Physical properties

Dihydroquinine Base (CAS-No.: 522-66-7) is a white or almost white, crystalline powder which is soluble in methanol. The melting point is 172.5 °C. This compound is not hygroscopic and contains less than1.0 % water. DHQ could be stored at ambient conditions in well-closed, light-resistant containers.

Synonyms

DHQ, Hydroquinine, (8S,9R)-10,11-Dihydro-6`-methoxycinchonan-9-ol, (8α,9R)-10,11-Dihydro-6`-methoxycinchonan-9-ol and (R)-[(2S,4S,5R)-5-Ethyl-1-azabicyclo[2.2.2]oct-2-yl](6-methoxyquinolin-4-yl)methanol

Associated Reactions

162 reactions found.

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Reaction Category Michael Addition > Michael
Associated Product from Buchler GmbH Dihydroquinine Base
Reaction Category Fluorination > Fluorination
Associated Product from Buchler GmbH Dihydroquinine Base
Reaction Category Fluorination > Fluorination
Associated Product from Buchler GmbH Dihydroquinine Base