30680-84-3Relevant articles and documents
Conformationally Defined Analogs of Prolylamides. trans-Prolyl Peptidomimetics
Andres, Charles J.,Macdonald, Timothy L.,Ocain, Timothy D.,Longhi, Daniel
, p. 6609 - 6613 (1993)
The cis and trans conformations of prolylamides are both energetically accessible, in contrast to the peptide bonds of the remaining mammalian amino acids.The synthesis of a rigid, conformationally defined peptidomimetic of the trans-prolylamide bond has been developed in this study, and illustrative leucinylproline derivatives (4, 10a, 10b, and 11) were assayed for their abilities to inhibit the peptidyl prolyl isomerase activity of recombinant human FK-binding protein 12 (FKBP 12).These trans-prolyl peptidomimetics possess a trans-substituted alkene in place of the proline peptide bond and were synthesized via a six step sequence culminating in the selective addition of isobutylmagnesium bromide to 2(E)-(2-oxoethylidene)-1-methylcyclopentanecarboxylate (9).Synthesis of the dipeptide analogs was accomplished in six steps with a 20percent overall yield.Elaboeation of the dipeptide analog gave the Leu-Pro-tyrosyl tripeptide analog in three additional steps.The tripeptide mimic 4 proved to be a potent inhibitor of the prolyl isomerase activity of recombinant hFKBP 12, exhibiting an inhibition constant (Ki) of 8.6 μM; the dipeptidomimetics possessed a modest capacity for isomerase inhibition with inhibition constants ranging from 127 μM for the α-enone analog 11 to 730 and 1390 μM for the allylic alcohol mimetics 10a and 10b, respectively.
Preparation method of metconazole (by machine translation)
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Paragraph 0052-0054, (2019/10/01)
The method comprises the following steps: 2 - (2 - chlorobenzylidene) 2 - 2 -methylcyclopentanone and p-chlorobenzaldehyde react to obtain an epoxide; the epoxide reacts with triazole to obtain an epoxide; and the epoxide is reacted with triazole to obtain an open-loop product; and the ring-opening product 4 - is subjected -2 to 2 - catalytic hydrogenation to obtain the 2 - myclobutanil . 4 - beta-(4 -chlorbenzydrospirone; 5 -2 -5 -chlorobenzyl) 5 - and methylcyclopentanone react. Corey-Chayyyysky is obtained. The preparation method is low in cost, easy to obtain in the market; the reaction steps are all conventional reactions, reaction steps are simple, implementation; process is simple, reaction conditions are mild, operation; conversion rate is high, reaction time is short, control, and industrialization production. (by machine translation)
Catalytic asymmetric intramolecular homologation of ketones with α-diazoesters: Synthesis of cyclic α-Aryl/Alkyl β-ketoesters
Li, Wei,Tan, Fei,Hao, Xiaoyu,Wang, Gang,Tang, Yu,Liu, Xiaohua,Lin, Lili,Feng, Xiaoming
supporting information, p. 1608 - 1611 (2015/01/30)
A catalytic asymmetric intramolecular homologation of simple ketones with α-diazoesters was firstly accomplished with a chiral N,N′-dioxide-Sc(OTf)3 complex. This method provides an efficient access to chiral cyclic α-aryl/alkyl β-ketoesters containing an all-carbon quaternary stereocenter. Under mild conditions, a variety of aryl- and alkyl-substituted ketone groups reacted with α-diazoester groups smoothly through an intramolecular addition/rearrangement process, producing the β-ketoesters in high yield and enantiomeric excess.
