122151-32-0Relevant articles and documents
Efficient Stereoselective Synthesis of a Key Chiral Aldehyde Intermediate in the Synthesis of Picolinamide Fungicides
Li, Fangzheng,Good, Steffen,Tulchinsky, Michael L.,Whiteker, Gregory T.
, p. 2253 - 2260 (2019)
A highly stereoselective and efficient synthesis of (4S,5S,6S)-6-(benzyloxy)-5-phenoxy-4-propoxyheptanal, a key intermediate for syntheses of picolinamide fungicides, is described in this report. The synthesis features a scalable allylpropyl ether preparation, an efficient synthesis of the C1-C3 anti,syn-(S,S,S) stereotriad via a highly diastereoselective allylboration, and Cu-catalyzed phenylation of a sterically hindered secondary alcohol with BiPh3(OAc)2 followed by highly regioselective hydroformylation with the formation of a linear aldehyde. Excellent overall route efficiency was achieved (six steps and 39% yield) starting from readily available and inexpensive (S)-ethyl lactate.
A PROCESS FOR THE MANUFACTURE OF POSACONAZOLE
-
Page/Page column 12; 15, (2019/05/10)
The present invention discloses an improved process for the manufacture of Posaconazole, an anti-fungal agent belonging to the category of substituted Tetrahydrofuran Triazole compound. The present invention further describes preparation of formula A and formula B, the key intermediates in the preparation of Posaconazole. The invention also discloses novel intermediates that are useful in the synthesis of Posaconazole.
Stereoselective titanium-mediated aldol reactions of α-benzyloxy methyl ketones
Pellicena, Miquel,Solsona, Joan G.,Romea, Pedro,Urpi, Felix
, p. 10338 - 10350,13 (2012/12/12)
Good levels of 1,4-anti asymmetric induction are obtained in the TiCl 3(i-PrO)-mediated aldol reaction of chiral α-benzyloxy methyl ketones with a wide array of aldehydes. This methodology represents a new approach to substrate-controlled acetate aldol reactions capable of providing highly functionalized fragments in a straightforward manner, which may be useful in the design of more efficient syntheses.