118949-63-6

Basic information

• Product Name: 2,6-Bis[(4S)-4-tert-butyloxazolin-2-yl]pyridine
• Synonyms: 2,6-BIS[(4S)-4-TERT-BUTYL-2-OXAZOLIN-2YL]PYRIDINE;2,6-BIS[(4S)-4-TERT-BUTYLOXAZOLIN-2-YL]PYRIDINE;2,6-Bis[(4S)-4-(1,1-dimethylethyl)-4,5-dihydro-2-oxazolyl]pyridine;2,6-Bis[(4S)-4-ter-butyloxazolin-2-yl]-pyridine;2,6-Bis((S)-4-(tert-butyl)-4,5-dihydrooxazol-2-yl)pyridine;2,6-Bis[(4S)-4-tert-butyloxazolin-2-yl]pyridine,99%e.e.;2,6-Bis[(4S)-4-tert-butyloxazolin-2-yl]pyridine, 98%, (99% ee)
• CAS NO: 118949-63-6
• Molecular Formula: C19H27N3O2
• Molecular Weight: 329.44
• Product Categories: Amino Alcohols & Deriv.;CHIRAL CHEMICALS
• Mol File: 118949-63-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 467.131 °C at 760 mmHg
• Flash Point: 236.313 °C
• Appearance: Light yellow liquid
• Density: 1.15
• Vapor Pressure: 1.87E-08mmHg at 25°C
• Refractive Index: 1.575
• Storage Temp.: 2-8°C
• PKA: 3.91±0.70(Predicted)
• CAS DataBase Reference: 2,6-Bis[(4S)-4-tert-butyloxazolin-2-yl]pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Bis[(4S)-4-tert-butyloxazolin-2-yl]pyridine(118949-63-6)
• EPA Substance Registry System: 2,6-Bis[(4S)-4-tert-butyloxazolin-2-yl]pyridine(118949-63-6)

Safety Data

• Hazardous Substances Data: 118949-63-6(Hazardous Substances Data)

Usage

General Description

2,6-Bis[(4S)-4-tert-butyloxazolin-2-yl]pyridine, also known as Box-Py, is a complex chemical compound widely used in the field of chemistry, especially in chiral catalysis. This particular molecule belongs to the category of compounds known as oxazolines. 2,6-Bis[(4S)-4-tert-butyloxazolin-2-yl]pyridine specifically, with additional tertiary butyl groups, has an enhanced steric hindrance which makes it highly beneficial for catalytic processes that require both large and small ligands. It plays a significant role in asymmetric catalysis, where it is used as a ligand for metal ions to create asymmetric centers during chemical reactions. This is especially useful in the synthesis of pharmaceuticals and other complex molecules, where the precise arrangement of atoms is critical.

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-/m1/s1

Upstream product

• 3739-94-4 2,6-Pyridinedicarbonyl dichloride 
• 112245-13-3 (S)-tert-leucinol 
• 2893-33-6 pyridine-2,6-dinitrile 
• 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.

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

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