101268-52-4Relevant articles and documents
Diastereoselective synthesis of (1,3-Dioxan-4-yl)pyrimidine and purin nucleoside analogues
Battisti, Umberto M.,Sorbi, Claudia,Quotadamo, Antonio,Franchini, Silvia,Tait, Annalisa,Schols, Dominique,Jeong, Lak Shin,Lee, Sang Kook,Song, Jayoung,Brasili, Livio
, p. 1235 - 1245 (2015)
(1,3-Dioxan-4-yl)-substituted nucleoside analogues, higher homologues of antiviral and anticancer 1,3-dioxolanes, were prepared from the key intermediate (4-acetoxy-1,3-dioxan- 2-yl)methyl benzoate and silylated bases. Glycosylation, carried out under Vorbrüggen conditions in the presence of trimethylsilyl trifluoromethanesulfonate (TMSOTf) as a catalyst, afforded the desired compounds with high stereoselecti- vity and regioselectivity, with only the desired β-anomeric N- 1 pyrimidine and N-9 purin nucleosides being obtained. 1H NMR experiments established that the β-anomers were diequatorial, and this assignment was confirmed by singlecrystal X-ray diffraction. Despite their structural similarities with natural nucleosides, none of the synthesized nucleosides showed antiviral activity.
Preparation of renieramycin left-half model compounds
Nakai, Keiyo,Kubo, Keiji,Yokoya, Masashi,Saito, Naoki
, p. 6529 - 6545 (2014)
Model compounds of the left-half of renieramycins, which are anticancer marine natural products having an α-aminonitrile functionality, were prepared from phenylalanine derivatives. The key step of the transformation is the stereospecific construction of 1,3-cis stereochemistry via an exomethylene intermediate. The stereoselective α-aminonitrile formation under kinetically controlled conditions is also discussed. The initial cytotoxicity profiles are presented.
IRAK DEGRADERS AND USES THEREOF
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Paragraph 00962; 003707-003709, (2020/06/19)
The present invention provides compounds, compositions thereof, and methods of using the same.
Diversity-oriented synthesis of cyclopropyl peptides from Ugi-derived dehydroalanines
Contreras-Cruz, David A.,Sánchez-Carmona, Miguel A.,Vengoechea-Gómez, Fabio A.,Pe?a-Ortíz, Daniel,Miranda, Luis D.
supporting information, p. 6146 - 6156 (2017/09/29)
A three-step synthesis of cyclopropyl peptides is reported. The protocol involves a consecutive Ugi-4CR/elimination reaction to prepare dehydroalanines followed by a Corey-Chaykovsky cyclopropanation reaction. Peptide-like molecules that resemble some pharmacologically active compounds with a variety of substituents in the cyclopropane ring were prepared. When (2-ethoxy-2-oxoethyl) dimethyl sulfonium ylide was used the reaction exclusively gives the cis-diastereoisomer cyclopropanes in good yields from readily prepared starting materials. A collection of 26 highly substituted cyclopropyl peptides were obtained.