1,1'-Spirobiindane-7,7'-diol - CAS 223137-87-9

1,1'-Spirobiindane-7,7'-diol, a compound with significant potential, is being considered as a prospective pharmaceutical agent for managing neurodegenerative disorders, such as Alzheimer's and Parkinson's disease. Its remarkable antioxidant and neuroprotective attributes position it as a hopeful therapeutic avenue for combating neuroinflammatory processes and the demise of neuronal cells in such pathological states.

Catalog Number

223137-87-9

CAS

223137-87-9

IUPAC Name

3,3'-spirobi[1,2-dihydroindene]-4,4'-diol

Synonyms

1,1'-Spirobi[1H-indene]-7,7'-diol, 2,2',3,3'-tetrahydro-; 2,2',3,3'-Tetrahydro-1,1'-spirobi[1H-indene]-7,7'-diol; 2,2',3,3'-Tetrahydro-1,1'-spirobi[indene]-7,7'-diol

Molecular Weight

252.31

Molecular Formula

C17H16O2

Product Information

Canonical SMILES

C1CC2(CCC3=C2C(=CC=C3)O)C4=C1C=CC=C4O

InChI

InChI=1S/C17H16O2/c18-13-5-1-3-11-7-9-17(15(11)13)10-8-12-4-2-6-14(19)16(12)17/h1-6,18-19H,7-10H2

InChI Key

YBRDFCQKQVTQKX-UHFFFAOYSA-N

Purity

≥95%

Storage

Store at RT

Boiling Point

433.0±45.0°C at 760 mmHg

Density

1.34±0.1 g/cm3

Safety Information

Signal Word

Warning

Precautionary Statement

P261 - P280 - P305+P351+P338

Hazard Statements

H302 - H315 - H319 - H332 - H335

Reference Reading

1. Optically active 1,1'-spirobiindane-7,7'-diol (spinol)-based phosphoric acids as highly enantioselective catalysts for asymmetric organocatalysis.

Yuan-Xi Liao, Qiao-Sheng Hu, Chun-Hui Xing, Jaclynn Ng. J Org Chem. 2011 May 20; 76(10): 4125-31. DOI: 10.1021/jo200302x. PMID: 21463003.

The synthesis and application of a series of optically active 1,1'-spirobiindane-7,7'-diol (SPINOL)-based phosphoric acids are described. These SPINOL-based phosphoric acids were prepared from (R)-SPINOL in three steps and exhibited excellent enantioselectivities for the reactions of indoles with aldimines and β,γ-unsaturated-α-ketoesters. Our study provides a family of promising chiral phosphoric acids to the asymmetric organocatalysis toolbox.

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