6502-82-5Relevant articles and documents
Enantioselective Synthesis of (+)-Peganumine A
Piemontesi, Cyril,Wang, Qian,Zhu, Jieping
, p. 11148 - 11151 (2016)
A gram-scale enantioselective total synthesis of (+)-peganumine A was accomplished in 7 steps from commercially available 6-methoxytryptamine. Key steps included (a) a Liebeskind-Srogl cross-coupling; (b) a one-pot construction of the tetracyclic skeleton from an ω-isocyano-γ-oxo-aldehyde via a sequence of an unprecedented C-C bond forming lactamization and a transannular condensation; (c) a one-pot organocatalytic process merging two achiral building blocks into an octacyclic structure via a sequence of enantioselective Pictet-Spengler reaction followed by a transannular cyclization. This last reaction created two spirocycles and a 2,7-diazabicyclo[2.2.1]heptan-3-one unit with excellent control of both the absolute and relative stereochemistry of the two newly created quaternary stereocenters.
Continuous-flow synthesis of thioureas, enabled by aqueous polysulfide solution
ábrányi-Balogh, Péter,Keser?, Gy?rgy M.,Mándity, István M.,Németh, András Gy.,Orsy, Gy?rgy,Szabó, Renáta
supporting information, (2021/06/25)
We have developed the continuous-flow synthesis of thioureas in a multicomponent reaction starting from isocyanides, amidines, or amines and sulfur. The aqueous polysulfide solution enabled the application of sulfur under homogeneous and mild conditions. The crystallized products were isolated by simple filtration after the removal of the co-solvent, and the sulfur retained in the mother liquid. Presenting a wide range of thioureas synthesized by this procedure confirms the utility of the convenient continuous-flow application of sulfur.
Production process of evodiamine and method for recycling solvent in production
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Paragraph 0018; 0042-0044; 0052-0054, (2021/02/24)
The invention relates to the field of organic synthesis, in particular to a production process of evodiamine and a method for recycling a solvent in production. According to the method, tryptamine isadopted as a raw material, evodiamine is obtained through formylation, cyclization and condensation ring closing, phosgene and ethyl chloroformate are prevented from being used in the whole process, the safety risk in the production process is reduced, and the reaction steps are greatly simplified. Meanwhile, a solvent application process in production is realized, so that the production cost is greatly reduced, and the method has an industrial popularization value.
Amino evodiamine derivative and preparation method and application thereof
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Paragraph 0013, (2020/09/16)
The invention discloses an amino evodiamine derivative and a preparation method and application thereof. A carboline compound and N-methyl-7-nitro isatoic anhydride are used for preparing a 2-nitro evodiamine derivative, and the 2-nitro evodiamine derivative is reduced to obtain the amino evodiamine derivative. A cytotoxicity experiment is performed by using a CCK-8 method, the anti-proliferationeffect of the compound on breast cancer MDA-MB-231 cells, colon cancer SW620 cells and normal liver LO2 cells is evaluated, and cell apoptosis detection is performed by using FITC/PI double staining;experiments show that compared with evodiamine, the compound 2-NH2-EVO has a very strong inhibition effect on breast cancer cells MDA-MB-231, the IC50 value is 0.79 uM, meanwhile, cell apoptosis can be remarkably induced, and the compound 2-NH2-EVO is expected to be developed into an anti-cancer drug with potential.
