1029701-48-1Relevant articles and documents
Rhodium-catalyzed regiodivergent and enantioselective hydroboration of enamides
Bai, Xiao-Yan,Zhao, Wei,Sun, Xin,Li, Bi-Jie
, p. 19870 - 19878 (2019)
Chiral α- and β-aminoboronic acids exhibit unique biological activities. General methods for the synthesis of these bioisosteres of amino acids are highly desirable. We report a facile preparation of these compounds through rhodium-catalyzed regiodivergent and enantioselective hydroboration of enamides. Catalytic asymmetric synthesis of α- and β-aminoboronic esters with high regio-, diastereo-, and enantioselectivities were achieved through effective catalyst control and tuning substrate geometry. Starting from easily available materials this strategy provides a unified synthetic access to both enantioenriched α-boration and β-boration products. The synthetic utility of these methods was demonstrated by efficient synthesis of an anticancer drug molecule and diverse transformations of the boration products.
Preparation method of bortezomib synthesis intermediate
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, (2020/02/10)
The present invention belongs to the technical field of pharmaceutical chemistry, and particularly relates to a preparation process of a bortezomib synthesis intermediate (R) 1-amino-3-methylbutyl boronic acid pinacol ester hydrochloride. The preparation
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
