628-21-7Relevant articles and documents
Voronkov et al.
, (1975)
Continuous method for preparation of dihalogenated alkane from diol compound
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Paragraph 0062-0068, (2020/03/16)
The invention discloses a continuous method for preparation of dihalogenated alkane from a diol compound. A diol compound and haloid acid are used as the substrate, a microchannel reactor is utilizedto synthesize dihalogenated alkane continuously. Synthesis of the dihalogenated alkane includes the steps of: inputting the diol compound and haloid acid into a mixer respectively by a metering pump at room temperature, conducting premixing, then sending the mixture into a high-temperature section of the microchannel reactor at for reaction, and controlling the reaction temperature by an externalcirculating heat exchange system; at the end of the reaction, letting the product flow out from an outlet of the microchannel reactor and enter a cooling section, letting the cooled material enter a liquid separation kettle for standing and liquid separation, and collecting an organic layer; and preheating the organic layer, then feeding the preheated organic layer into a rectifying tower by a metering pump, controlling the temperature and reflux ratio of a reboiler, and collecting fractions at a specific temperature, thus obtaining the target product in a product collecting tank. The method provided by the invention has the characteristics of high reaction efficiency, safety, environmental protection, convenience and rapidity.
Conformationally constrained κ receptor agonists: Stereoselective synthesis and pharmacological evaluation of 6,8-diazabicyclo[3.2.2]nonane Derivatives
Geiger, Christian,Zelenka, Christel,Lehmkuhl, Kirstin,Schepmann, Dirk,Englberger, Werner,Wünsch, Bernhard
supporting information; experimental part, p. 4212 - 4222 (2010/08/22)
Three sets of stereoisomeric bicyclic κ agonists with defined orientation of the pharmacophoric elements pyrrolidine and dichlorophenylacetamide were stereoselectively prepared and pharmacologically evaluated. Stereoselective reduction, reductive amination, and Mitsunobu inversions were the key steps for the establishment of the desired stereochemistry. The κ affinity decreased in the following order depending on the N-substituent: CO2CH3 > benzyl > COCH 2CH3. Bicyclic derivatives with (1S,2R,5R)-configuration showed the highest κ receptor affinity, which led to dihedral angles of 97° and 45° for the N(pyrrolidine)-C-C-N(phenylacetamide) structural element. The most potent κ agonist of this series was (+)-methyl (1S,2R,5R)-8-[2-(3,4-dichlorophenyl)acetyl]-2-(pyrrolidin-1-yl)-6, 8-diazabicyclo[3.2.2]nonane-6-carboxylate (ent-23, WMS-0121) with an K i value of 1.0 nM. ent-23 revealed high selectivity against the other classical opioid receptors and related receptor systems. In the [ 35S]GTPγS-binding assay at human κ-opioid receptors, ent-23 was proved to be a full agonist with the same EC50 value (87 nM) as the prototypical full agonist U-69,593 (EC50 = 80 nM).
Ring-Opening Iodo- and Bromosilation of Cyclic Ethers by Treatment with Iodo- and Bromotrialkylsilane Equivalents
Ohshita, Joji,Iwata, Arihiro,Kanetani, Fujio,Kunai, Atsutaka,Yamamoto, Yasushi,Matui, Chinami
, p. 8024 - 8026 (2007/10/03)
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