Tupichilignan A | CAS:69586-96-5 | Manufacturer ChemFaces

Tupichilignan A

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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.

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.

Product Name	Tupichilignan A
Price:
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.
Download:	COA MSDS SDF
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	Lignans Compound Library

	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

CFN99313	Meridinol	120051-54-9	370.4	C₂₀H₁₈O₇
CFN98786	Savinin	493-95-8	352.3	C₂₀H₁₆O₆
CFN95010	Suchilactone	50816-74-5	368.4	C₂₁H₂₀O₆
CFN95008	Isonemerosin	181524-79-8	398.4	C₂₂H₂₂O₇
CFN97895	2,3-Di(3',4'-methylenedioxybenzyl)-2-buten-4-olide	137809-97-3	352.3	C₂₀H₁₆O₆
CFN99396	7-Oxohinokinin	130837-92-2	368.3	C₂₀H₁₆O₇
CFN95243	Neoarctin B	155969-67-8	742.8	C₄₂H₄₆O₁₂
CFN96251	Bis-5,5-nortrachelogenin	870480-56-1	746.8	C₄₀H₄₂O₁₄
CFN95067	Lappaol A	62333-08-8	536.6	C₃₀H₃₂O₉
CFN95224	Isolappaol A	131400-96-9	536.6	C₃₀H₃₂O₉