69676-65-9Relevant articles and documents
Preparation method of amlodipine intermediate
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Paragraph 0066-0080, (2020/09/16)
The invention provides a preparation method of an amlodipine intermediate, belonging to the technical field of bulk drug synthesis. The preparation method comprises the following steps: mixing a compound 1 (2-(2-(2-hydroxyethoxy)ethyl)isoindoline-1,3-dione), an N-O free radical catalyst, a metal salt catalyst and a first organic solvent, and carrying out an oxidation reaction under the action of an oxidizing agent to obtain a compound 2, wherein the oxidizing agent is air or oxygen; mixing the compound 2, an acylating chlorination reagent and a second organic solvent, and carrying out an acylating chlorination reaction to obtain a compound 3; and mixing the compound 3, monopotassium malonate, tertiary amine and a third organic solvent, and carrying out a C-acylation reaction to obtain theamlodipine intermediate. The method provided by the invention has the advantages of usage of cheap and easily available raw materials, less three-waste pollution, high process safety, simplicity and convenience in operation and easiness in industrial production.
Synthesis of Medium- and Large-Ring Compounds Initiated by Photochemical Decarboxylation of ω-Phthalimidoalkanoates
Griesbeck, Axel G.,Henz, Andreas,Kramer, Wolfgang,Lex, Johann,Nerowski, Frank,Oelgemoeller, Michael,Peters, Karl,Peters, Eva-Maria
, p. 912 - 933 (2007/10/03)
The synthesis of a variety of hydroxylactams from ω-phthalimidoalkanoates using a triplet-sensitized photodecarboxylation reaction initiated by intramolecular photo electron transfer is described. Ring sizes available by this method span from 4 (benzazepine-1,5-dione 7) to 26 (cyclodipeptide 26e). Ground-state template formation is proposed as the explanation for the high efficiency of this reaction and for the decrease in reactivity in the presence of organic bases instead of metal carbonates. The crucial step in this macrocyclization reaction seems to be the protonation of the intermediary ketyl radiais (Scheme 4). Spacer groups investigated were alkyl chains (C3-C11: 5c-h, 11a, 12), ether (16, 18), ester (20, 22), and amide (26a-f) linkages. Within the detection limits, no dimeric (= decarboxylative coupling) products were observed, indicating the high preference for intra-vs. intermolecular photoelectron transfer. The C,C radical combination step proceeds with low stereoselectivity (cf. products 11 and 12) in contrast to comparable singlet reactions. Except for the lactones 22, all products were stable under the photolysis conditions. Prolonged irradiation of 22 led to the formation of the spiro compounds 23, probably via an intermediary acyliminium betaine (Scheme 8). One serious limitation of the decarboxylative macrocyclization is its incompatibility with the glycine spacer (as in 27a and 27b), probably the consequence of a strong intramolecular H-bond (Scheme 10).
Synthesis of N-acylamino-ethoxyacetic acid derivatives
Korosec,Poljsak,Urleb
, p. 251 - 252 (2007/10/02)
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