357209-32-6

Basic information

• Product Name: 2,6-BIS((3AR,8AS)-8H-INDENO(1,2-D)OXAZO&
• Synonyms: 2,6-BIS((3AR,8AS)-8H-INDENO(1,2-D)OXAZO&;2,6-BIS((3AR,8AS)-8H-INDENO(1,2-D) OXAZOLIN-2-YL)PYRIDINE;(3aR,8aS)-in-pybox, (3aR,3μaR,8aS,8μaS)-2,2μ-(2,6-Pyridinediyl)bis[3a,8a-dihydro-8H-indeno[1,2-d]oxazole;2,6-Bis((3aR,8aS)-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-2-yl)pyridine;8H-Indeno[1,2-d]oxazole,2,2'-(2,6-pyridinediyl)bis[3a,8a-dihydro-, (3aR,3'aR,8aS,8'aS)-;(3aR,3'aR,8aS,8'aS)-2,2'-(2,6-pyridinediyl)bis[3a,8a-dihydro-8H-Indeno[1,2-d]oxazole;2,6-Bis[(3aR,8aS)-(+)-8H-indeno[1,2-d]oxazolin-2-yl)pyridine >=94%;(3aR,8aS)-in-pybox
• CAS NO: 357209-32-6
• Molecular Formula: C25H19N3O2
• Molecular Weight: 393.444
• Product Categories: BOX series;Chiral Nitrogen
• Mol File: 357209-32-6.mol
• Article Data: 6

Chemical Properties

• Melting Point: 284 °C (dec.)
• Boiling Point: 633 °C at 760 mmHg
• Flash Point: 336.6 °C
• Appearance: /
• Density: 1.5 g/cm³
• Vapor Pressure: 3.05E-15mmHg at 25°C
• Refractive Index: 1.797
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 4.35±0.20(Predicted)
• CAS DataBase Reference: 2,6-BIS((3AR,8AS)-8H-INDENO(1,2-D)OXAZO&(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-BIS((3AR,8AS)-8H-INDENO(1,2-D)OXAZO&(357209-32-6)
• EPA Substance Registry System: 2,6-BIS((3AR,8AS)-8H-INDENO(1,2-D)OXAZO&(357209-32-6)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 357209-32-6(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Uses

Catalytic ligand used for:[3+2] cycloaddition of N-tosyl aziridines with electron-rich alkenes via selective carbon-carbon bond cleavageEnantioselective Mukaiyama-aldol reactionsEnantioselective carbonyl-ene reactionsCu(I)-catalyzed asymmetric alkynylation of imino esters with terminal alkynesAsymmetric three-component coupling reactions catalyzed by a Cu/pybox complexEnantioselective Diels-Alder reactionNi-catalyzed cross-coupling reactions

InChI:InChI=1/C25H19N3O2/c1-3-8-16-14(6-1)12-20-22(16)27-24(29-20)18-10-5-11-19(26-18)25-28-23-17-9-4-2-7-15(17)13-21(23)30-25/h1-11,20-23H,12-13H2/t20-,21-,22+,23+/m0/s1

Upstream product

• 55309-58-5 pyridine-2,6-dicarboximidic acid dimethyl ester 
• 7480-35-5 (1S,2R)-1-amino-2-indanol 
• 3739-94-4 2,6-Pyridinedicarbonyl dichloride 
• 2893-33-6 pyridine-2,6-dinitrile 
• 136030-00-7 (1R,2S)-1-Amino-2-indanol 

Relevant articles and documents

Catalytic asymmetric [3+2] annulation of allylsilanes with isatins: Synthesis of spirooxindoles

Silyl-inspired spirocycle: The title reaction is the first example of a catalytic asymmetric [3+2] annulation reaction with allylsilanes. The annulation reaction utilizes a chiral ScCl2(SbF6)/L catalyst and TMSCl as a promoter to aff

An efficient and general one-pot method for the synthesis of chiral bis(oxazoline) and pyridine bis(oxazoline) ligands

An expeditious method for the synthesis of chiral box and pybox ligands is reported. The approach is based on a one-pot condensation reaction of chiral β-amino alcohols with a dinitrile using stoichiometric or catalytic amounts of zinc triflate. Yields gr

Asymmetric ring opening of meso epoxides with TMSCN catalyzed by (pybox)lanthanide complexes.

The asymmetric ring opening of meso epoxides with TMSCN is catalyzed by (pybox)YbCl3 complexes, yielding the beta-trimethylsilyloxy nitrile ring-opened products with good enantioselectivities (83-92% ee). The reaction exhibits a second-order kinetic depen