FerrugineCAS# 58471-11-7 |
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| Cas No. | 58471-11-7 | SDF | Download SDF |
| PubChem ID | 134715032 | Appearance | Powder |
| Formula | C15H19NO | M.Wt | 229.32 |
| Type of Compound | Alkaloids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | [(1S,5S)-8-methyl-8-azabicyclo[3.2.1]octan-2-yl]-phenylmethanone | ||
| SMILES | CN1C2CCC(C1CC2)C(=O)C3=CC=CC=C3 | ||
| Standard InChIKey | FKBXXVPBVMWIDS-HPNRGHHYSA-N | ||
| Standard InChI | InChI=1S/C15H19NO/c1-16-12-7-9-13(14(16)10-8-12)15(17)11-5-3-2-4-6-11/h2-6,12-14H,7-10H2,1H3/t12-,13?,14-/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. |
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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. | ||
| Structure Identification | Tetrahedron,2012,68(39): 8236–8244.Approaches to the enantioselective synthesis of ferrugine and its analogues[Reference: WebLink]A four-step synthetic route, to Ferrugine (2α-benzoyltropane), its methyl analogue (2-acetyltropane) and their N-benzyl analogues is reported.
Tetrahedron Letters,2009,50(51):7196–7198.Enantioselective route to ferrugine and its methyl analogue via aldol deoxygenation[Reference: WebLink]A simple enantioselective approach to Ferrugine (2α-benzoyltropane) and its methyl analogue (2-acetyltropane) is reported.
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Ferrugine Dilution Calculator
Ferrugine Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 4.3607 mL | 21.8036 mL | 43.6072 mL | 87.2144 mL | 109.018 mL |
| 5 mM | 0.8721 mL | 4.3607 mL | 8.7214 mL | 17.4429 mL | 21.8036 mL |
| 10 mM | 0.4361 mL | 2.1804 mL | 4.3607 mL | 8.7214 mL | 10.9018 mL |
| 50 mM | 0.0872 mL | 0.4361 mL | 0.8721 mL | 1.7443 mL | 2.1804 mL |
| 100 mM | 0.0436 mL | 0.218 mL | 0.4361 mL | 0.8721 mL | 1.0902 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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Thermal elimination of diethyldithiocarbamates and application in the synthesis of (+/-)-ferrugine.[Pubmed:18785775]
J Org Chem. 2008 Oct 17;73(20):8116-9.
Dithiocarbamate-substituted lactams, prepared through group-transfer cyclization reactions of carbamoyl radicals, undergo a Chugaev-like thermal elimination of the dithiocarbamate group in refluxing diphenyl ether to form alpha,beta- and/or beta,gamma-unsaturated amides, depending on the structure of the starting material. This reaction sequence was used to prepare an unsaturated [3.2.2] bridged bicyclic amide, which was converted in a one-pot procedure to the 8-azabicyclo[3.2.1]octane ring system of the tropane alkaloid Ferrugine by treatment with phenyllithium followed by aqueous sodium hydroxide.
