Caraphenol A

CAS# 354553-35-8

Caraphenol A

Catalog No. BCN5295----Order now to get a substantial discount!

Product Name & Size Price Stock
Caraphenol A: 5mg $1064 In Stock
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Quality Control of Caraphenol A

Number of papers citing our products

Chemical structure

Caraphenol A

3D structure

Chemical Properties of Caraphenol A

Cas No. 354553-35-8 SDF Download SDF
PubChem ID 484751 Appearance Powder
Formula C42H28O9 M.Wt 676.7
Type of Compound Phenols Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
SMILES C1=CC(=CC=C1C2C3C4=CC(=CC5=C4C(C(O5)C6=CC=C(C=C6)O)C7=CC(=CC8=C7C(=C(O8)C9=CC=C(C=C9)O)C1=CC(=CC(=C31)O2)O)O)O)O
Standard InChIKey ULEJGXIKBFHUOY-PIQPXYRBSA-N
Standard InChI InChI=1S/C42H28O9/c43-22-7-1-19(2-8-22)40-37-28-13-25(46)17-32-35(28)39(42(50-32)21-5-11-24(45)12-6-21)30-15-27(48)18-33-36(30)38(29-14-26(47)16-31(49-40)34(29)37)41(51-33)20-3-9-23(44)10-4-20/h1-18,37-38,40-41,43-48H/t37-,38+,40+,41-/m1/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Caraphenol A

The roots of Caragana sinica

Protocol of Caraphenol A

Structure Identification
Angew Chem Int Ed Engl. 2014 Mar 24;53(13):3409-13.

9-Membered carbocycle formation: development of distinct Friedel-Crafts cyclizations and application to a scalable total synthesis of (±)-caraphenol A.[Pubmed: 24677499]


METHODS AND RESULTS:
Explorations into a series of different approaches for 9-membered carbocycle formation have afforded the first reported example of a 9-exo-dig ring closure via a Au(III)-promoted reaction between an alkyne and an aryl ring as well as several additional, unique Friedel-Crafts-type cyclizations. Analyses of the factors leading to the success of these transformations are provided, with the application of one of the developed 9-membered ring closures affording an efficient and scalable synthesis of the bioactive resveratrol trimer Caraphenol A.
CONCLUSIONS:
That synthesis proceeded with an average yield of 89% per step (7.8% overall yield) and has provided access to more than 600 mg of the target molecule.

Caraphenol A Dilution Calculator

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Caraphenol A Molarity Calculator

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Preparing Stock Solutions of Caraphenol A

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.4778 mL 7.3888 mL 14.7776 mL 29.5552 mL 36.944 mL
5 mM 0.2956 mL 1.4778 mL 2.9555 mL 5.911 mL 7.3888 mL
10 mM 0.1478 mL 0.7389 mL 1.4778 mL 2.9555 mL 3.6944 mL
50 mM 0.0296 mL 0.1478 mL 0.2956 mL 0.5911 mL 0.7389 mL
100 mM 0.0148 mL 0.0739 mL 0.1478 mL 0.2956 mL 0.3694 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Caraphenol A

9-Membered carbocycle formation: development of distinct Friedel-Crafts cyclizations and application to a scalable total synthesis of (+/-)-caraphenol A.[Pubmed:24677499]

Angew Chem Int Ed Engl. 2014 Mar 24;53(13):3409-13.

Explorations into a series of different approaches for 9-membered carbocycle formation have afforded the first reported example of a 9-exo-dig ring closure via a Au(III)-promoted reaction between an alkyne and an aryl ring as well as several additional, unique Friedel-Crafts-type cyclizations. Analyses of the factors leading to the success of these transformations are provided, with the application of one of the developed 9-membered ring closures affording an efficient and scalable synthesis of the bioactive resveratrol trimer Caraphenol A. That synthesis proceeded with an average yield of 89% per step (7.8% overall yield) and has provided access to more than 600 mg of the target molecule.

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