2',6'-Dihydroxy-4,4'-dimethoxychalcone
2',6'-Dihydroxy-4,4'-dimethoxychalcone has asymmetric catalysis.
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Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to
24 months(2-8C).
Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.
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The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.
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European Journal of Organic Chemistry, 2007.
Asymmetric Cyclization of 2′‐Hydroxychalcones to Flavanones: Catalysis by Chiral Brønsted Acids and Bases.[Reference:
WebLink]
The asymmetric cyclization of 2′‐hydroxychalcones to flavanones is a basic, enzyme‐catalyzed step in the biosynthesis of flavonoid natural products, but poses a long‐standing problem for asymmetric catalysis with small molecule catalysts.
METHODS AND RESULTS:
Earlier claims concerning the realization of an asymmetric flavanone synthesis by means of camphorsulfonic acid as chiral Brønsted acid catalysts were reinvestigated using accurate HPLC methods for quantification of enantiomer ratios. The previous claims of asymmetric induction were thus shown to be untenable. On the other hand, cinchona alkaloids serve as chiral Brønsted base mediators for the asymmetric cyclization of either 6′‐substituted 2′‐hydroxychalcones or 2′,6′‐dihydroxychalcones. 2',6'-Dihydroxy-4,4'-dimethoxychalcone, for instance, cyclized to give the naturally occurring naringenin‐4′,7‐dimethyl ether in up to 64 % ee at 81 % conversion.
The catalysis shows a marked dependency of the enantiomeric excess of the product on the catalyst, solvent and reactant concentration.
CONCLUSIONS:
Based on these successful examples of asymmetric cyclizations of 2′‐hydroxychalcones to flavanones, requirements for more active asymmetric catalysts can be defined.
Phytochemistry, 1968, 7(9):1687-1689.
Phenolic compounds in ferns—II: Indirect evidence for the existence of 26dihydroxy-4,4dimethoxychalcone in Pityrogramma calomelanos.[Reference:
WebLink]
METHODS AND RESULTS:
4,7-Dimethoxy-5-hydroxyflavanone has been identified as a major constituent of the alkali-soluble fraction of the foliar exudate of Pityrogramma calomelanos (L.) Link. This compound does not occur naturally in the exudate but is formed by the alkali-catalyzed cyclization of 2',6'-Dihydroxy-4,4'-dimethoxychalcone.
CONCLUSIONS:
This chalcone and compounds with closely related structures have been found in varieties of P. chrysophylla suggesting that this substitution pattern may be a useful chemosystematic characteristic for the genus.
