940880-69-3

Basic information

• Product Name: (S)-7,7Bis[(4S)-(phenyl)oxazol-2-yl)]-2,23,3tetrahydro-1,1spirobiindane, min. 97% (Sa,S,S)-SpiroBOX
• Synonyms: (S)-7,7Bis[(4S)-(phenyl)oxazol-2-yl)]-2,23,3tetrahydro-1,1spirobiindane, min. 97% (Sa,S,S)-SpiroBOX;Oxazole,2,2'-[(1S)-2,2',3,3'-tetrahydro-1,1'-spirobi[1H-indene]-7,7'-diyl]bis[4,5-dihydro-4-phenyl-,(4S,4'S)-;(Sa,S,S)-7,7′-bis(4′-phenyloxazol-2-yl)-1,1′-spirobiindane;(R)-7-(4,5-Dihydrooxazol-2-yl)-7′-di(3,5-ditertbutylphenyl)phosphino-1,1′-spirobiinane
• CAS NO: 940880-69-3
• Molecular Formula: C35H30N2O2
• Molecular Weight: 510.6249
• Product Categories: Chiral Spiro Ligand;BOX series;Chiral Nitrogen;Chiral Phosphine;PHOX Series
• Mol File: 940880-69-3.mol
• Article Data: 3

Chemical Properties

• Melting Point: 167-169°C
• Boiling Point: 712.1±60.0 °C(Predicted)
• Appearance: white/solid
• Density: 1.29±0.1 g/cm3(Predicted)
• PKA: 4.12±0.70(Predicted)
• Sensitive: moisture sensitive
• CAS DataBase Reference: (S)-7,7Bis[(4S)-(phenyl)oxazol-2-yl)]-2,23,3tetrahydro-1,1spirobiindane, min. 97% (Sa,S,S)-SpiroBOX(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-7,7Bis[(4S)-(phenyl)oxazol-2-yl)]-2,23,3tetrahydro-1,1spirobiindane, min. 97% (Sa,S,S)-SpiroBOX(940880-69-3)
• EPA Substance Registry System: (S)-7,7Bis[(4S)-(phenyl)oxazol-2-yl)]-2,23,3tetrahydro-1,1spirobiindane, min. 97% (Sa,S,S)-SpiroBOX(940880-69-3)

Safety Data

• Hazardous Substances Data: 940880-69-3(Hazardous Substances Data)

Usage

Reaction

Chiral ligands for copper-catalyzed asymmetric insertions of carbenoids into N–H bond of anilines. Chiral ligands for copper or palladium-catalyzed asymmetric insertions of carbenoids into O–H bond of phenols. Chiral ligands for copper or iron-catalyzed asymmetric insertions of carbenoids into O–H bond of water. Chiral ligands for copper-catalyzed asymmetric insertions of carbenoids into S-H bonds of arylmethylene mercaptans.

Upstream product

• 856407-38-0 (R)-1,1'-spirobiindane-7,7'-dicabonitrile 
• 20989-17-7 (2S)-2-phenylglycinol 
• 223137-87-9 (R)-2,2',3,3'-tetrahydro-1,1'-spirobi[indene]-7,7'-diol 
• 528521-72-4 (R)-7,7'-bis(trifluoromethanesulfonyloxy)-1,1'-spirobiindane 
• 920985-42-8 (R)-1,1'-spirobiindane-7,7'-dicaboxylic acid 

Relevant articles and documents

Highly enantioselective insertion of carbenoids into N-H bonds catalyzed by copper complexes of chiral spiro bisoxazolines

A highly efficient copper-catalyzed asymmetric insertion of α-diazoesters into N-H bonds has been realized by using chiral spiro bisoxazoline ligands, affording α-amino acid derivatives in high yields with excellent enantioselectivities. Copyright

Preparation and application of bisoxazoline ligands with a chiral spirobiindane skeleton for asymmetric cyclopropanation and allylic oxidation

A new type of bisoxazoline ligand 4 (abbreviated as SpiroBOX) containing a chiral spirobiindane scaffold were easily prepared in high yields from enantiomerically pure 1,1′-spirobiindane-7,7′-diol (SPINOL) with 1,1′-spirobiindane-7,7′-dicarboxylic acid as