1029700-77-3Relevant academic research and scientific papers
IMMUNOPROTEASOME INHIBITORS
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Paragraph 0314, (2018/08/20)
Provided herein are compounds, such as a compound of Formula (I), as described herein, or a pharmaceutically acceptable salt thereof, that are immunoproteasome (such as LMP2 and LMP7) inhibitors. The compounds described herein can be useful for the treatment of diseases treatable by inhibition of immunoproteasomes. Also provided herein are pharmaceutical compositions containing such compounds and processes for preparing such compounds.
Enantiospecific Suzuki–Miyaura Coupling of Nonbenzylic α-(Acylamino)alkylboronic Acid Derivatives
Ohmura, Toshimichi,Miwa, Kyoko,Awano, Tomotsugu,Suginome, Michinori
, p. 2414 - 2417 (2018/09/10)
Suzuki–Miyaura coupling of nonbenzylic α-(acylamino)alkylboron compounds with aryl halides is established. A Pd/PCy2Ph catalyst promotes the reaction efficiently at 145 °C. The reaction of enantioenriched α-(acylamino)alkylboron compounds affords chiral 1-arylalkylamides in high enantiospecificity and inversion of configuration.
Asymmetric synthesis of protected α-amino boronic acid derivatives with an air- and moisture-stable Cu(II) catalyst
Buesking, Andrew W.,Bacauanu, Vlad,Cai, Irene,Ellman, Jonathan A.
, p. 3671 - 3677 (2014/05/06)
The asymmetric borylation of N-tert-butanesulfinyl imines with bis(pinacolato)diboron is achieved using a Cu(II) catalyst and provides access to synthetically useful and pharmaceutically relevant α-amino boronic acid derivatives. The Cu(II)-catalyzed reaction is performed on the benchtop in air at room temperature using commercially available, inexpensive reagents at low catalyst loadings. A variety of N-tert-butanesulfinyl imines, including ketimines, react readily to provide α-sulfinamido boronate esters in good yields and with high stereoselectivity. In addition, this transformation is applied to the straightforward, telescoped synthesis of α-sulfinamido trifluoroborates.
Asymmetric copper-catalyzed synthesis of α-amino boronate esters from N-tert-butanesulfinyl aldimines
Beenen, Melissa A.,An, Chihui,Ellman, Jonathan A.
, p. 6910 - 6911 (2008/12/22)
A general and efficient new method for the asymmetric synthesis of α-amino boronate esters has been developed. The key step is the Cu(I)-catalyzed addition of bis(pinacolato)diboron to N-tert-butanesulfinyl aldimines, which proceeds in good yields (52-88%) and with very high diastereoselectivities (>96:2) for a variety of aldimine substrates. This method was applied to an efficient synthesis of bortezomib, a potent α-amino boronic acid inhibitor of the proteasome that is in clinical use for the treatment of multiple myeloma and mantle cell lymphoma. Copyright
