Strategies to access the [5-8] bicyclic core encountered in the sesquiterpene, diterpene and sesterterpene series

Cécile Alleman, Charlène Gadais, Laurent Legentil and François-Hugues Porée
Beilstein J. Org. Chem. 2023, 19, 245–281. https://doi.org/10.3762/bjoc.19.23

Chemical Information

Calculated using the Chemistry Development Kit 2.12
Molecular Formula C33H48O6Si
Molecular Weight 568.82 g/mol
Exact Mass 568.3220 Da
InChI
InChI=1S/C33H48O6Si/c1-8-13-22-31-24-32(39-40(10-3,11-4)12-5)27(30(6,7)37-29(32)34)20-19-26(31)28(33(35,38-31)21-9-2)36-23-25-17-15-14-16-18-25/h8-9,14-19,27-28,35H,1-2,10-13,20-24H2,3-7H3/t27-,28-,31-,32+,33?/m0/s1
InChIKey
CUOZZFFFPXIKGW-DEUMNZSGSA-N
SMILES
C=CCC[C@@]12C[C@]3([C@@]([H])(CC=C2[C@@H](C(CC=C)(O)O1)OCC4=CC=CC=C4)C(C)(C)OC3=O)O[Si](CC)(CC)CC
Number of Atoms 88
Number of H-Bond Acceptors 6
Number of H-Bond Donors 1
Atoms in the Largest π-System 6
XLogP 5.9
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