38870-89-2Relevant articles and documents
A Diels-Alder reaction for the total synthesis of the novel antibiotic antitumor agent mensacarcin
Tietze, Lutz F.,Guentner, Carlos,Gericke, Kersten M.,Schuberth, Ingrid,Bunkoczi, Gabor
, p. 2459 - 2467 (2005)
The antibiotic mensacarcin (1), which contains nine stereogenic centers and two epoxy functionalities, is a novel antitumor agent that was first isolated from the culture broth of Streptomyces sp. Goe C4/4 found in a soil sample next to the northern cafeteria of the University of Goettingen. For the synthesis of 1 and related structurally simplified analogs, a Diels-Alder reaction of O-methyljuglone (11) and the tetra-substituted 1,3-butadiene 22 was performed to give the cycloadduct rac-28, which was transformed into the epoxides rac-31 and rac-33. The cytotoxicity of rac-33 is only 53 times lower than the much more complex 1. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.
Chain hydrocarbon substituted isoindoline -1, 3 - diketone PDE4 inhibitor and medicinal use thereof
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Paragraph 0259-0262, (2021/10/27)
The invention relates to a compound shown I and a racemate thereof. A stereoisomer, a tautomer, an isotope label, a solvate, a polymorph, an ester, a prodrug or a pharmaceutically acceptable salt thereof, and a preparation method thereof, and a medical use thereof, the structure of said formula I being as follows.
Preparation method and application of iopromide intermediate (by machine translation)
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Paragraph 0056-0058, (2020/07/24)
The invention relates to a preparation method of an iopromide intermediate and an application thereof in preparation of iopromide. The method comprises the following steps: compound VI compound is subjected to reduction reaction under the action of Raney nickel/hydrazine hydrate to obtain the compound V compound. The reaction is carried out under normal pressure, the operation is simple and safe, the generated intermediate impurities are less, and the reaction is more suitable for industrial production. The method is used for preparing iopromide, can avoid the generation of a diacylated by-product, can effectively reduce the generation of by-products in the preparation process, can be easily separated and purified, and can obtain high-purity iopromide with high yield. (by machine translation)
Synthesis method of optically active metalaxyl
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Paragraph 0031-0035; 0041-0045; 0051-0055; 0061-0065; 0071, (2019/01/21)
The invention discloses a synthesis method of optically active metalaxyl. The optically active metalaxyl is synthesized by performing methoxylation and acylating chlorination on chloroacetic acid to obtain methoxyacetyl chloride and then reacting Methoxyacetyl chloride with D-N-(2,6-dimethylphenyl) alanine methyl ester; a one-pot method operation is adopted for the synthesis; the two-step reactionof methoxylation and acylating chlorination is directly used for a next-step reaction without post-treatment. According to the process of the optically active metalaxyl, by adopting the one-pot method operation, the operation steps are simplified, the production of three wastes is decreased, the synthesis cost is reduced, the obtained product is stable in quality and relatively high in output andyield, and the synthesis method is suitable for large-scale production.
Synthesis and application of peptide borate compounds
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Paragraph 0163; 0179-0181, (2019/12/25)
The invention belongs to the field of drug synthesis, and specifically relates to a series of novel peptide borate compounds or pharmaceutical salts thereof, and a preparation method and pharmaceutical application thereof. The structure of the peptide borate compounds or the pharmaceutical salts thereof is as shown in a formula I which is described in the specification. The compounds of the invention can be used for preparing proteasome inhibitors, and thus can be further used for treating solid tumors and blood tumors.
Optimization of 2-alkoxyacetates as acylating agent for enzymatic kinetic resolution of chiral amines
Oláh, Márk,Kovács, Dániel,Katona, Gabriel,Hornyánszky, Gábor,Poppe, László
supporting information, p. 3663 - 3670 (2018/06/04)
In this study, the activity of acetic acid esters modified with electron withdrawing 2-alkoxy-groups was investigated as acylating agent in kinetic resolution (KR) of racemic amines. A homologous series of the isopropyl esters of four 2-alkoxyacetic acids (2-methoxy-, 2-ethoxy-, 2-propoxy- and 2-butoxyacetic acids) were prepared and investigated for enantiomer selective N-acylation, catalyzed by lipase B from Candida antarctica, under batch and continuous-flow conditions. In the first set of experiments, isopropyl 2-propoxyacetate showed the highest effectivity with all of the four racemic amines [(±)-1-phenylethylamine, (±)-4-phenylbutan-2-amine, (±)-heptan-2-amine and (±)-1-methoxypropane-2-amine] in the set enabling excellent conversions (≥46%) and enantiomeric excess values (ee ≥ 99%) with each amines in continuous-flow mode KRs under the optimized reaction conditions. In a second set of experiments, KRs of five additional amines – being substituted derivatives of (±)-1-phenylethylamine – further demonstrated the usefulness of isopropyl 2-propoxyacetate – being the best acylating agent in the first set of KRs – in KRs leading to (R)-N-propoxyacetamides with high ee values (≥99.8%).
Preparation methods of iopromide and intermediate of iopromide
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Paragraph 0055-0057, (2018/03/24)
The application of the invention relates to preparation methods of iopromide and an intermediate of the iopromide. The method specifically comprises the following steps: conducting a reduction reaction, an iodination reaction and an acylation reaction on a compound shown in the formula VI to prepare a compound shown in the formula III, and further preparing to obtain the iopromide. The method notonly avoids the generation of double acylation byproducts, but also effectively reduces the generation of byproducts in the preparation process, the intermediate is easy to separate and purify, and ahigh-purity product is obtained at a relatively high yield.
Primary, Secondary, and Tertiary γ-C(sp3)-H Vinylation of Amides via Organic Photoredox-Catalyzed Hydrogen Atom Transfer
Chen, Hui,Guo, Liangliang,Yu, Shouyun
supporting information, p. 6255 - 6259 (2018/10/05)
An efficient strategy for primary, secondary and tertiary aliphatic γ-C(sp3)-H vinylation of amides with alkenylboronic acids is reported. These reactions are catalyzed by visible-light organic photoredox agents. Regioselective γ-C(sp3)-H vinylation of amides is controlled by a 1,5-hydrogen atom transfer of an amidyl radical generated in situ.
Terpene Cyclizations inside a Supramolecular Catalyst: Leaving-Group-Controlled Product Selectivity and Mechanistic Studies
Zhang, Qi,Catti, Lorenzo,Pleiss, Jürgen,Tiefenbacher, Konrad
supporting information, p. 11482 - 11492 (2017/08/30)
The tail-to-head terpene cyclization is arguably one of the most complex reactions found in nature. The hydrogen-bond-based resorcinarene capsule represents the first man-made enzyme-like catalyst that is capable of catalyzing this reaction. Based on noncovalent interactions between the capsule and the substrate, the product selectivity can be tuned by using different leaving groups. A detailed mechanistic investigation was performed to elucidate the reaction mechanism. For the cyclization of geranyl acetate, it was found that the cleavage of the leaving group is the rate-determining step. Furthermore, the studies revealed that trace amounts of acid are required as cocatalyst. A series of control experiments demonstrate that a synergistic interplay between the supramolecular capsule and the acid traces is required for catalytic activity.
RECYCLABLE CATALYSTS FOR CHLORINATION OF ORGANIC ACIDS AND ALCOHOLS
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Paragraph 0103, (2017/10/10)
The present invention discloses recyclable polymeric catalyst of Formula I, for chlorination of organic acids and alcohols using chlorinating agents such as carbonyl chloride, oxalyl chloride or thionyl chloride, wherein, ‘m’ on the pendent groups on polystyrene backbone can have values from 1 to 5 and R is the alkyl group ranging from C1 to C5.