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 C31H54O4Si
Molecular Weight 518.84 g/mol
Exact Mass 518.3792 Da
InChI
InChI=1S/C31H54O4Si/c1-20(2)27-25-17-30(32)24(16-28(25,5)18-26(27)34-19-33-14-15-36(7,8)9)21(3)10-11-23-22(4)12-13-31(23)29(30,6)35-31/h10-11,20-27,32H,12-19H2,1-9H3/b11-10-/t21-,22-,23-,24+,25-,26+,27+,28-,29+,30+,31-/m1/s1
InChIKey
BJGDKJZWMFADAC-KJWZQIKUSA-N
SMILES
CC(C)[C@H]1[C@@]2([H])C[C@@]3([C@@]([H])(C[C@]2(C)C[C@@H]1OCOCC[Si](C)(C)C)[C@H](C)/C=C\[C@]4([H])[C@H](C)CC[C@]45[C@@]3(C)O5)O
Number of Atoms 90
Number of H-Bond Acceptors 4
Number of H-Bond Donors 1
Atoms in the Largest π-System 2
XLogP 7.6
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