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    Natural Products
    Tupichilignan A
    Tupichilignan A
    Information
    CAS No. 69586-96-5 Price
    Catalog No.CFN97182Purity>=98%
    Molecular Weight402.4 Type of CompoundLignans
    FormulaC22H26O7Physical DescriptionPowder
    Download     COA    MSDS    SDFSimilar structuralComparison (Web)  (SDF)
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    According to end customer requirements, ChemFaces provide solvent format. This solvent format of product intended use: Signaling Inhibitors, Biological activities or Pharmacological activities.
    Size /Price /Stock 10 mM * 1 mL in DMSO / Inquiry
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    Tupichilignan A

    Tupichilignan A
    Product Name Tupichilignan A
    CAS No.: 69586-96-5
    Catalog No.: CFN97182
    Molecular Formula: C22H26O7
    Molecular Weight: 402.4 g/mol
    Purity: >=98%
    Type of Compound: Lignans
    Physical Desc.: Powder
    Source: The barks of Pseudolarix kaemp
    Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
    Price:
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    Tupichilignan A Description
    Source: The barks of Pseudolarix kaemp
    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.
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    Calculate Dilution Ratios(Only for Reference)
    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 need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
    Protocol
    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.
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