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Erysotramidine

CAS# 52358-58-4

Erysotramidine

Catalog No. BCN5670----Order now to get a substantial discount!

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Quality Control of Erysotramidine

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Chemical structure

Erysotramidine

3D structure

Chemical Properties of Erysotramidine

Cas No. 52358-58-4 SDF Download SDF
PubChem ID 11034782 Appearance Oil
Formula C19H21NO4 M.Wt 327.4
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (2R,13bS)-2,11,12-trimethoxy-1,2,8,9-tetrahydroindolo[7a,1-a]isoquinolin-6-one
SMILES COC1CC23C(=CC(=O)N2CCC4=CC(=C(C=C34)OC)OC)C=C1
Standard InChIKey AUDDBHVKKYSXKU-LIRRHRJNSA-N
Standard InChI InChI=1S/C19H21NO4/c1-22-14-5-4-13-9-18(21)20-7-6-12-8-16(23-2)17(24-3)10-15(12)19(13,20)11-14/h4-5,8-10,14H,6-7,11H2,1-3H3/t14-,19-/m0/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 Erysotramidine

The barks of Aralia chinensis

Biological Activity of Erysotramidine

Description1. (+)-Erysotramidine shows potent dosedependant antifeedant activity at concentrations 3100 ppm.

Erysotramidine Dilution Calculator

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Erysotramidine Molarity Calculator

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Preparing Stock Solutions of Erysotramidine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.0544 mL 15.2718 mL 30.5437 mL 61.0874 mL 76.3592 mL
5 mM 0.6109 mL 3.0544 mL 6.1087 mL 12.2175 mL 15.2718 mL
10 mM 0.3054 mL 1.5272 mL 3.0544 mL 6.1087 mL 7.6359 mL
50 mM 0.0611 mL 0.3054 mL 0.6109 mL 1.2217 mL 1.5272 mL
100 mM 0.0305 mL 0.1527 mL 0.3054 mL 0.6109 mL 0.7636 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 Erysotramidine

Synthesis of the erythrina alkaloid erysotramidine.[Pubmed:25140810]

J Org Chem. 2014 Sep 5;79(17):8481-5.

A concise synthesis of Erysotramidine (an alkaloid belonging to the erythrina family) was achieved starting with an inexpensive phenol and amine derivative. The synthesis is based on oxidative phenol dearomatizations mediated by a hypervalent iodine reagent and includes a novel route to a key indolinone moiety.

Heck cyclization strategy for preparation of erythrinan alkaloids: asymmetric synthesis of unnatural (-)-erysotramidine from L-tartaric acid.[Pubmed:25569446]

J Org Chem. 2015 Feb 6;80(3):1957-63.

With an imide derived from L-tartaric acid as the starting material, ent-Erysotramidine was synthesized for the first time. The synthesis features the use of the enantiopure synthon, prepared in a set of highly stereoselective reactions, including N-acyliminium cyclization, dihydrofuranyl ring formation via silver-catalyzed intramolecular alcohol addition to acetylene, and vinyl ether catalytic hydrogen reduction. The crucial step of the synthesis, assembly of ring A, was achieved by using Heck cyclization of (Z)-iodoolefin.

Efficient formal total synthesis of the erythrina alkaloid (+)-erysotramidine, using a domino process.[Pubmed:19860384]

Org Lett. 2009 Nov 19;11(22):5230-3.

A domino process consisting of an amidation, spirocyclization, and formation of an iminium ion and electrophilic aromatic substitution of a phenylethylamine and a ketoester leads to the spirocyclic skeleton of (+)-Erysotramidine, which can be further transformed into the natural alkaloid.

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