185346-17-2

Basic information

• Product Name: 2,6-BIS[(4R)-4-TERT-BUTYL-2-OXAZOLIN-2YL]PYRIDINE
• Synonyms: 2,6-BIS[(4R)-4-TERT-BUTYL-2-OXAZOLIN-2YL]PYRIDINE;2,6-bis((R)-4-(tert-butyl)-4,5-dihydrooxazol-2-yl)pyridine;2,6-Bis[(4R)-4-tert-butyloxazolin-2-yl]pyridine;2,6-Bis[(4R)-4-tert-butyloxazolin-2-yl]pyridine,99%e.e.;2,6-Bis[(4R)-4-tert-butyloxazolin-2-yl]pyridine, 98%, (99% ee)
• CAS NO: 185346-17-2
• Molecular Formula: C19H27N3O2
• Molecular Weight: 329.44
• Product Categories: Amino Alcohols & Deriv.;CHIRAL CHEMICALS
• Mol File: 185346-17-2.mol

Chemical Properties

• Boiling Point: 467.1 °C at 760 mmHg
• Flash Point: 236.3 °C
• Appearance: /
• Density: 1.15 g/cm³
• Vapor Pressure: 1.87E-08mmHg at 25°C
• Refractive Index: 1.575
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 3.91±0.70(Predicted)
• CAS DataBase Reference: 2,6-BIS[(4R)-4-TERT-BUTYL-2-OXAZOLIN-2YL]PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-BIS[(4R)-4-TERT-BUTYL-2-OXAZOLIN-2YL]PYRIDINE(185346-17-2)
• EPA Substance Registry System: 2,6-BIS[(4R)-4-TERT-BUTYL-2-OXAZOLIN-2YL]PYRIDINE(185346-17-2)

Safety Data

• Hazardous Substances Data: 185346-17-2(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2,6-BIS[(4R)-4-TERT-BUTYL-2-OXAZOLIN-2YL]PYRIDINE is used as a chiral ligand for enhancing the selectivity and efficiency of various organic synthesis reactions. Its unique structure allows it to form stable complexes with metal catalysts, facilitating the formation of desired enantioselective products.
Used in Asymmetric Catalysis:
In the field of asymmetric catalysis, 2,6-BIS[(4R)-4-TERT-BUTYL-2-OXAZOLIN-2YL]PYRIDINE is utilized as a chiral ligand to induce enantioselectivity in catalytic reactions. Its ability to coordinate with metals and its steric properties make it a valuable component in the development of catalysts for asymmetric transformations.
Used in Pharmaceutical Synthesis:
2,6-BIS[(4R)-4-TERT-BUTYL-2-OXAZOLIN-2YL]PYRIDINE is employed as a chiral ligand in the synthesis of pharmaceuticals, where the production of enantiomerically pure compounds is crucial for ensuring the desired biological activity and minimizing potential side effects.
Used in Agrochemical Production:
2,6-BIS[(4R)-4-TERT-BUTYL-2-OXAZOLIN-2YL]PYRIDINE is also used in the agrochemical industry as a chiral ligand for the synthesis of enantioselective agrochemicals, contributing to the development of more effective and environmentally friendly products.
Used in Fine Chemicals Industry:
2,6-BIS[(4R)-4-TERT-BUTYL-2-OXAZOLIN-2YL]PYRIDINE is utilized as a chiral ligand in the synthesis of fine chemicals, where its ability to provide high levels of enantioselectivity and stability is essential for the production of high-quality specialty chemicals.

InChI:InChI=1/C19H27N3O2/c1-18(2,3)14-10-23-16(21-14)12-8-7-9-13(20-12)17-22-15(11-24-17)19(4,5)6/h7-9,14-15H,10-11H2,1-6H3/t14-,15-/m0/s1

Upstream product

• 2893-33-6 pyridine-2,6-dinitrile 
• 112245-13-3 (S)-tert-leucinol 
• 3739-94-4 2,6-Pyridinedicarbonyl dichloride 
• 499-83-2 Pyridine-2,6-dicarboxylic acid 

Relevant articles and documents

Rapid Asymmetric Synthesis of Disubstituted Allenes by Coupling of Flow-Generated Diazo Compounds and Propargylated Amines

We report herein the asymmetric coupling of flow-generated unstabilized diazo compounds and propargylated amine derivatives, using a new pyridinebis(imidazoline) ligand, a copper catalyst and base. The reaction proceeds rapidly, generating chiral allenes in 10–20 minutes with high enantioselectivity (89–98 % de/ee), moderate yields and a wide functional group tolerance.

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

Synthesis of asymmetric iron-pybox complexes and their application to aziridine forming reactions

The synthesis of a series of iron-pybox complexes and their employment in the catalytic asymmetric aziridine forming reaction is presented. When AgSbF6 is used as an initiator, the i-pr- and t-bu-pybox complexes produce 47% of the cis-aziridine

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

Steric versus electronic effects of the ligand in the enantioselective palladium-catalyzed allylic alkylation with chiral oxazolinylpyridines

Chiral oxazolinylpyridines bearing an oxazolinyl [bis(oxazolinyl)pyridines] or a cyano group in the 6-position of the pyridine ring were prepared and assessed in the enantioselective palladium-catalyzed allylic substitution of 1,3-diphenylprop-2-enyl acet