912469-49-9Relevant academic research and scientific papers
Total synthesis of bysspectin A
Yang, Feilong,Liu, Xiaoyu,Shi, Xiang,Wang, Yong,Hu, Guoru,Lin, Sheng,Jiao, Xiaozhen,Xie, Ping
, p. 3101 - 3107 (2019)
Bysspectin A (1), an unusual polyketide-derived octaketide dimer, has highly selective inhibitory activities against human carboxylesterase 2 (hCE2) with an IC50 value of 2.01 μM. Herein, we report the first synthesis of this natural product. The synthesis relies upon a key Cu-catalysed domino Sonogashira-cyclization process.
4-benzylaminobenzenesulfonamide derivative and preparation and application thereof
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, (2020/08/30)
The invention provides a 4-benzylaminobenzenesulfonamide derivative represented by a formula (I) or a pharmaceutically acceptable salt, a solvate or a metabolite thereof. In the formula (I), R1, R2, R3, R4, R5 and R6 are defined in the specification. The
Gold superacid-catalyzed preparation of benzo[c]thiophenes
Debrouwer, Wouter,Seigneur, Ruben A. J.,Heugebaert, Thomas S. A.,Stevens, Christian V.
supporting information, p. 729 - 732 (2015/01/09)
A three-step synthesis of benzo[c]thiophenes is presented in which the key transformation is the gold-catalyzed 5-exo-dig migratory cycloisomerization of a diallyl thioacetal. It was shown that a small amount of in situ generated HAuCl4 from AuCl3 is the active catalytic species. A mechanism was proposed.
Synthetic studies towards the core tricyclic ring system of pradimicin A
Zilke, Laura,Hall, Dennis G.
scheme or table, p. 4153 - 4163 (2012/09/22)
Pradimicins are structurally intriguing natural products that possess potent biological activity as antifungal and antiviral agents through a unique mode of action as carbohydrate binding agents. A preliminary synthetic approach towards pradimicin A has focused on a model study of the core tricyclic ring system. The route features an alkoxyallylboration/cycloisomerization/Diels-Alder cycloaddition sequence as the key steps. The alkoxyallylboration was critical for differentiating the hydroxy groups in the central cyclohexadienediol unit of pradimycins, which will ensure a regiocontrolled glycosylation. For the cycloisomerization reaction, various substrates and conditions were tested for a ring-closing enyne metathesis reaction. With enyne substrate 23, dimerization-prone bicyclic diene 24 was isolated as the major product under the conditions of both ruthenium-catalyzed metathesis and palladium-catalyzed cycloisomerization. In the end, the optimal route found for the synthesis of the model functionalized tricyclic ring system 31 features a one-pot sequential palladium-catalyzed cycloisomerization, Diels-Alder reaction, and oxidative aromatization. A model study towards the synthesis of the C-D-E tricyclic core of the carbohydrate binding agent, pradimicin A, is described. Alkoxyallylboration provided the differentially protected diol unit of the central ring. Optimization of a key enyne cycloisomerization reaction led to the synthesis of the tricycle by a one-pot Pd-catalyzed cycloisomerization/Diels- Alder cycloaddition/aromatization.
Convergence in [2+2+2] synthesis of β-phenylnaphthalene motif in polyaromatic natural products
Takemura, Isao,Imura, Koreaki,Matsumoto, Takashi,Suzuki, Keisuke
, p. 6673 - 6676 (2007/10/03)
Two optional routes to β-phenylnaphthalene structure are developed by introducing α- and β-styryl groups onto different positions in the benzocyclobutene ring followed by ring enlargement.
