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Tupichilignan A

CAS# 69586-96-5

Tupichilignan A

Catalog No. BCN4257----Order now to get a substantial discount!

Product Name & Size Price Stock
Tupichilignan A:5mg Please Inquire In Stock
Tupichilignan A:10mg Please Inquire In Stock
Tupichilignan A:20mg Please Inquire In Stock
Tupichilignan A:50mg Please Inquire In Stock
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Quality Control of Tupichilignan A

Quality Control & MSDS

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Chemical structure

Tupichilignan A

3D structure

Chemical Properties of Tupichilignan A

Cas No. 69586-96-5 SDF Download SDF
PubChem ID 16079896 Appearance Powder
Formula C22H26O7 M.Wt 402.4
Type of Compound Lignans Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (3R,4R)-4-[(R)-(3,4-dimethoxyphenyl)-hydroxymethyl]-3-[(3,4-dimethoxyphenyl)methyl]oxolan-2-one
SMILES COC1=C(C=C(C=C1)CC2C(COC2=O)C(C3=CC(=C(C=C3)OC)OC)O)OC
Standard InChIKey MWTKKKPTALSSLI-XFQAVAEZSA-N
Standard InChI InChI=1S/C22H26O7/c1-25-17-7-5-13(10-19(17)27-3)9-15-16(12-29-22(15)24)21(23)14-6-8-18(26-2)20(11-14)28-4/h5-8,10-11,15-16,21,23H,9,12H2,1-4H3/t15-,16+,21+/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 Tupichilignan A

The barks of Pseudolarix kaemp

Protocol of Tupichilignan A

Structure Identification
Asian Journal of Organic Chemistry, 2017,6(8).

First asymmetric total synthesis of tupichilignan A using donor‐acceptor cyclopropanes: a structural revision of tupichilignan A.[Reference: WebLink]


METHODS AND RESULTS:
The first asymmetric total synthesis of Tupichilignan A was achieved using enantioenriched donor-acceptor cyclopropanes. The key steps include an asymmetric cyclopropanation using the Hayashi-Jørgensen catalyst, an oxy-homo-Michael reaction of a bicyclic D-A cyclopropane, an α-benzylation of a γ-lactone, a decarboxylation to furnish a trans-α,β−dibenzyl-γ-lactone, a configurational inversion of a hydroxy chiral center via oxidation, and a final reduction, all of which occur with high stereoselectivity.
CONCLUSIONS:
The spectral data of the diastereomer previously identified in the literature as Tupichilignan A were found to be inconsistent with the reported data for the natural product. On the basis of the spectral data of both synthesized diastereomers, the structure of Tupichilignan A was revised and the absolute configuration of the 7-position of Tupichilignan A was changed from R to S.

Tupichilignan A Dilution Calculator

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Tupichilignan A Molarity Calculator

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Preparing Stock Solutions of Tupichilignan A

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.4851 mL 12.4254 mL 24.8509 mL 49.7018 mL 62.1272 mL
5 mM 0.497 mL 2.4851 mL 4.9702 mL 9.9404 mL 12.4254 mL
10 mM 0.2485 mL 1.2425 mL 2.4851 mL 4.9702 mL 6.2127 mL
50 mM 0.0497 mL 0.2485 mL 0.497 mL 0.994 mL 1.2425 mL
100 mM 0.0249 mL 0.1243 mL 0.2485 mL 0.497 mL 0.6213 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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