Astrophylline

CAS# 5081-53-8

Astrophylline

Catalog No. BCN2151----Order now to get a substantial discount!

Product Name & Size Price Stock
Astrophylline:5mg Please Inquire In Stock
Astrophylline:10mg Please Inquire In Stock
Astrophylline:20mg Please Inquire In Stock
Astrophylline:50mg Please Inquire In Stock

Quality Control of Astrophylline

Number of papers citing our products

Chemical structure

Astrophylline

3D structure

Chemical Properties of Astrophylline

Cas No. 5081-53-8 SDF Download SDF
PubChem ID 5281682 Appearance Powder
Formula C19H26N2O M.Wt 298.43
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (Z)-3-phenyl-1-[(3R)-3-[(2R)-piperidin-2-yl]piperidin-1-yl]prop-2-en-1-one
SMILES C1CCNC(C1)C2CCCN(C2)C(=O)C=CC3=CC=CC=C3
Standard InChIKey XIZYLQMCWHMQNP-SKFQIZJUSA-N
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.

Protocol of Astrophylline

Structure Identification
J Org Chem. 2003 Apr 4;68(7):2913-20.

Total synthesis of (+)-astrophylline.[Pubmed: 12662069]


METHODS AND RESULTS:
The first total synthesis of (+)-Astrophylline (2) has been achieved, starting from readily available enantiomerically pure (+)-(1R,4S)-4-hydroxycyclopent-2-enyl acetate (11). A novel ruthenium-catalyzed ring-closing ring-opening ring-closing metathesis of carbocyclic olefins of general type 5 was the key step, providing the stereochemically well-defined bis-piperidyl skeleton of the target molecule. A [2,3]-Wittig-Still rearrangement of 9 was also employed as the critical transformation in the stereocontrolled generation of the 1,2-trans configuration of the cyclopentene intermediate 6c.
CONCLUSIONS:
Our early synthetic efforts toward 1,2-trans cyclopentene derivatives of type 6, as well as the synthetic pathway to an optimized 13-step total synthesis of (+)-Astrophylline (12% overall yield), are reported.

Astrophylline Dilution Calculator

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Astrophylline Molarity Calculator

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Preparing Stock Solutions of Astrophylline

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.3509 mL 16.7543 mL 33.5087 mL 67.0174 mL 83.7717 mL
5 mM 0.6702 mL 3.3509 mL 6.7017 mL 13.4035 mL 16.7543 mL
10 mM 0.3351 mL 1.6754 mL 3.3509 mL 6.7017 mL 8.3772 mL
50 mM 0.067 mL 0.3351 mL 0.6702 mL 1.3403 mL 1.6754 mL
100 mM 0.0335 mL 0.1675 mL 0.3351 mL 0.6702 mL 0.8377 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 Astrophylline

Total synthesis of (+)-astrophylline.[Pubmed:12662069]

J Org Chem. 2003 Apr 4;68(7):2913-20.

The first total synthesis of (+)-Astrophylline (2) has been achieved, starting from readily available enantiomerically pure (+)-(1R,4S)-4-hydroxycyclopent-2-enyl acetate (11). A novel ruthenium-catalyzed ring-closing ring-opening ring-closing metathesis of carbocyclic olefins of general type 5 was the key step, providing the stereochemically well-defined bis-piperidyl skeleton of the target molecule. A [2,3]-Wittig-Still rearrangement of 9 was also employed as the critical transformation in the stereocontrolled generation of the 1,2-trans configuration of the cyclopentene intermediate 6c. Our early synthetic efforts toward 1,2-trans cyclopentene derivatives of type 6, as well as the synthetic pathway to an optimized 13-step total synthesis of 2 (12% overall yield), are reported.

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