Calyciphylline ACAS# 596799-30-3 |
Quality Control & MSDS
3D structure
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Number of papers citing our products
| Cas No. | 596799-30-3 | SDF | Download SDF |
| PubChem ID | 10861970 | Appearance | Powder |
| Formula | C23H31NO4 | M.Wt | 385.5 |
| Type of Compound | Alkaloids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | methyl (1R,2S,3R,5R,6S,10S,16R,17R)-2,6-dimethyl-8-oxido-20-oxo-8-azoniahexacyclo[11.5.1.11,5.02,10.03,8.016,19]icos-13(19)-ene-17-carboxylate | ||
| SMILES | CC1C[N+]2(CC3CCC4=C5C(CC4)C(CC56C3(C2CC1C6=O)C)C(=O)OC)[O-] | ||
| Standard InChIKey | DLTJWHRTAHFESH-IGJFRSLJSA-N | ||
| Standard InChI | InChI=1S/C23H31NO4/c1-12-10-24(27)11-14-6-4-13-5-7-15-17(21(26)28-3)9-23(19(13)15)20(25)16(12)8-18(24)22(14,23)2/h12,14-18H,4-11H2,1-3H3/t12-,14-,15-,16-,17-,18-,22-,23+,24?/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. |
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| 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. |
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| 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. | ||
| Description | Standard reference |
| Structure Identification | Chem Asian J. 2015 Apr;10(4):865-8.Expedient construction of the [5-6-7] tricyclic core of calyciphylline a-type alkaloids.[Pubmed: 25377776]
Tetrahedron Lett. 2015 Jun 3;56(23):3503-3506.Toward the ABCD Core of the Calyciphylline A-Type Daphniphyllum Alkaloids: Solvent non-Innocence in Neutral Aminyl Radical Cyclizations.[Pubmed: 26028785]The Daphniphyllum alkaloids remain an attractive target in the synthetic community because of their unique framework and promising biological activities.
Org Lett. 2014 Feb 21;16(4):1072-5.Rapid access to the heterocyclic core of the calyciphylline A and daphnicyclidin A-type Daphniphyllum alkaloids via tandem cyclization of a neutral aminyl radical.[Pubmed: 24506430]A streamlined approach to the tertiary amine-containing core of the Calyciphylline A and daphnicyclidin A-type Daphniphyllum alkaloids is presented.
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Calyciphylline A Dilution Calculator
Calyciphylline A Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.594 mL | 12.9702 mL | 25.9403 mL | 51.8807 mL | 64.8508 mL |
| 5 mM | 0.5188 mL | 2.594 mL | 5.1881 mL | 10.3761 mL | 12.9702 mL |
| 10 mM | 0.2594 mL | 1.297 mL | 2.594 mL | 5.1881 mL | 6.4851 mL |
| 50 mM | 0.0519 mL | 0.2594 mL | 0.5188 mL | 1.0376 mL | 1.297 mL |
| 100 mM | 0.0259 mL | 0.1297 mL | 0.2594 mL | 0.5188 mL | 0.6485 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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Rapid access to the heterocyclic core of the calyciphylline A and daphnicyclidin A-type Daphniphyllum alkaloids via tandem cyclization of a neutral aminyl radical.[Pubmed:24506430]
Org Lett. 2014 Feb 21;16(4):1072-5.
A streamlined approach to the tertiary amine-containing core of the Calyciphylline A and daphnicyclidin A-type Daphniphyllum alkaloids is presented. A known carvone derivative is converted into the core structure in only four synthetic operations, and it is well poised for further elaboration. The key enabling methodology is a radical cyclization cascade beginning with addition of a secondary, neutral aminyl radical to the beta-position of an enone, followed by trapping with a pendant alkyne.
Expedient construction of the [5-6-7] tricyclic core of calyciphylline a-type alkaloids.[Pubmed:25377776]
Chem Asian J. 2015 Apr;10(4):865-8.
An efficient synthetic route toward the highly congested [5-6-7] tricyclic core of Calyciphylline A-type alkaloids has been developed. This approach features a highly efficient intramolecular Diels-Alder cycloaddition to establish the aza-five-membered C ring as well as the C1 all-carbon quaternary center, and a subsequent cyclopropanation together with a ring-expansion reaction of the resulted adduct to construct the seven-membered D ring.
Toward the ABCD Core of the Calyciphylline A-Type Daphniphyllum Alkaloids: Solvent non-Innocence in Neutral Aminyl Radical Cyclizations.[Pubmed:26028785]
Tetrahedron Lett. 2015 Jun 3;56(23):3503-3506.
The Daphniphyllum alkaloids remain an attractive target in the synthetic community because of their unique framework and promising biological activities. We have shown that the ABC core of the Calyciphylline A-type alkaloids can be rapidly accessed via the tandem cyclization of a neutral aminyl radical with a polarized cyclic olefin. Deuterium labeling experiments and reactions omitting a tin hydride reagent suggest that the solvent is the major source of the terminating hydrogen atom in the cyclization cascade. Incorporation of an internal alkyne in the radical pathway was tolerated in the reaction, and it provided the necessary atoms to enable completion of the D ring of the Calyciphylline A-type alkaloids.
