2',6'-Dihydroxy-4,4'-dimethoxychalcone | CAS:20621-49-2

2',6'-Dihydroxy-4,4'-dimethoxychalcone

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Description:

2',6'-Dihydroxy-4,4'-dimethoxychalcone has asymmetric catalysis.

In vitro:

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.

2',6'-Dihydroxy-4,4'-dimethoxychalcone Description

Source:	The herbs of Cephalotaxus sinensis
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage:	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. Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com
After receiving:	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.

Product Name	2',6'-Dihydroxy-4,4'-dimethoxychalcone
Price:
CAS No.:	20621-49-2
Catalog No.:	CFN70304
Molecular Formula:	C₁₇H₁₆O₅
Molecular Weight:	300.3 g/mol
Purity:	>=98%
Type of Compound:	Chalcones
Physical Desc.:	Powder
Source:	The herbs of Cephalotaxus sinensis
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download:	COA MSDS
Similar structural:	Comparison (Web) (SDF)
Guestbook:

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Chalcones Compound Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	3.33 mL	16.65 mL	33.3 mL	66.6001 mL	83.2501 mL
5 mM	0.666 mL	3.33 mL	6.66 mL	13.32 mL	16.65 mL
10 mM	0.333 mL	1.665 mL	3.33 mL	6.66 mL	8.325 mL
50 mM	0.0666 mL	0.333 mL	0.666 mL	1.332 mL	1.665 mL
100 mM	0.0333 mL	0.1665 mL	0.333 mL	0.666 mL	0.8325 mL

CFN91683	2',4',6',4-Tetramethoxychalcone	94103-36-3	328.4	C₁₉H₂₀O₅
CFN99015	2',4'-Dihydroxy-2,3',6'-trimethoxychalcone	100079-39-8	330.3	C₁₈H₁₈O₆
CFN96084	3'-Methylflavokawin	1044743-35-2	314.3	C₁₈H₁₈O₅
CFN96164	3'-Methyl-4-O-methylhelichrysetin	109471-13-8	314.3	C₁₈H₁₈O₅
CFN70228	4'-Methoxychalcone	959-23-9	238.2	C₁₆H₁₄O₂
CFN70472	4,4'-Dimethoxychalcone	2373-89-9	268.3	C₁₇H₁₆O₃
CFN97542	Isoliquiritigenin	961-29-5	256.3	C₁₅H₁₂O₄
CFN98832	2'-O-Methylisoliquiritigenin	51828-10-5	270.3	C₁₆H₁₄O₄
CFN92833	3-Deoxysappanchalcone	112408-67-0	270.3	C₁₆H₁₄O₄
CFN89427	4,2'-Dihydroxy-4'-methoxychalcone	63529-06-6	270.28	C₁₆H₁₄O₄