Synthesis of [26-2H(3)]brassinosteroids.
A number of [26-2H(3)]brassinosteroids were prepared for biochemical studies. The parent, nondeuterated compounds were considered to be biosynthetic intermediates in brassinosteroid biosynthesis. Claisen rearrangement was used to construct the steroidal side chain. Deuterium was introduced by reducing the corresponding intermediates with lithium aluminium deuteride.
Khripach
Vladimir A
VA
Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, Kuprevich str., 5/2, 220141 Minsk, Belarus. khripach@iboch.bas-net.by
Zhabinskii
Vladimir N
VN
Konstantinova
Olga V
OV
Antonchick
Andrey P
AP
Schneider
Bernd
B
D060406:Brassinosteroids; D002777:Cholestanols / Q000138:chemical synthesis*; D006900:Hydroxylation; D015394:Molecular Structure; D010937:Plant Growth Regulators / Q000138:chemical synthesis*; D013260:Steroids, Heterocyclic / Q000138:chemical synthesis*
D060406:Brassinosteroids; D002777:Cholestanols; D010937:Plant Growth Regulators; D013260:Steroids, Heterocyclic; C023623:brassinolide