151670-69-8

Basic information

• Product Name: 2,6-Bis[(4S)-benzyl-2-oxazolin-2-yl]pyridine
• Synonyms: 2,6-Bis[(4S)-benzyl-2-oxazolin-2-yl]pyridine,99%e.e.;2,6-Bis[(4S)-benzyl-2-oxazolin-2-yl]pyridine, min. 98%;2,6-bis((S)-4-benzyl-4,5-dihydrooxazol-2-yl)pyridine
• CAS NO: 151670-69-8
• Molecular Formula: C₂₅H₂₃N₃O₂
• Molecular Weight: 397.46902
• Mol File: 151670-69-8.mol

Chemical Properties

• Boiling Point: 604.1±40.0 °C(Predicted)
• Appearance: white to light-yellow/Powder
• Density: 1.24±0.1 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 3.85±0.70(Predicted)
• CAS DataBase Reference: 2,6-Bis[(4S)-benzyl-2-oxazolin-2-yl]pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Bis[(4S)-benzyl-2-oxazolin-2-yl]pyridine(151670-69-8)
• EPA Substance Registry System: 2,6-Bis[(4S)-benzyl-2-oxazolin-2-yl]pyridine(151670-69-8)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 151670-69-8(Hazardous Substances Data)

Usage

Reaction

Ligand for the Calcium-catalyzed asymmetric Mannich reaction of malonates with imines Ligand for the Scandium-catalyzed asymmetric dearomatization of 2-naphthols by electrophilic amination

Upstream product

• 3739-94-4 2,6-Pyridinedicarbonyl dichloride 
• 3182-95-4 L-Phenylalaninol 
• 55309-58-5 pyridine-2,6-dicarboximidic acid dimethyl ester 
• 133522-38-0 (S)-2-Amino-1-benzylethanol 
• 475110-11-3 N,N'-bis-[(1S)-1-(hydroxymethyl)-2-phenylethyl]-2,6-pyridinedicarboxamide 
• 626-05-1 2,6-Dibromopyridine 
• 75866-71-6 (4S)-4-benzyl-4,5-dihydro-1,3-oxazole 
• 695228-49-0 N²,N⁶-bis[(S)-1-chloro-3-phenylpropan-2-yl]pyridine-2,6-dicarboxamide 
• 499-83-2 Pyridine-2,6-dicarboxylic acid 
• 2893-33-6 pyridine-2,6-dinitrile 

Relevant articles and documents

Highly Chemo-, Regio-, and Stereoselective Cobalt-Catalyzed Markovnikov Hydrosilylation of Alkynes

A highly chemo-, regio- and stereoselective cobalt-catalyzed Markovnikov hydrosilylation of alkynes was developed. Various functionalized groups, such as halides, free alcohols, free aniline, ketones, esters, amides, and nitriles are tolerated, which may lead to further applications and late-stage derivatizations. To date, this is the most efficient cobalt catalytic system (TOF=65 520 h?1; TOF=turnover frequency) for hydrosilylation of alkynes. The Hiyama–Denmark cross-coupling reactions of vinylsilanes with aryl iodides underwent smoothly to afford 1,1-diarylethenes. A unique regioselectivity-controllable hydrosilylation/hydroboration reaction of alkynes was also described.

A Ce(OTf)3/PyBox catalyzed enantioselective Hosomi-Sakurai reaction of aldehydes with allyltrimethylsilane

An efficient enantioselective Hosomi-Sakurai reaction catalyzed by a chiral Ce(OTf)3/PyBox complex has been explored. In the presence of 20 mol% of a chiral catalytic complex prepared in situ from Ce(OTf)3 and 2,6-bis[(S)-4-isopropyl

Palladium-Catalyzed C-2 C-H Heteroarylation of Chiral Oxazolines: Diverse Synthesis of Chiral Oxazoline Ligands

A direct, efficient, and practical protocol to install a chiral oxazoline unit onto aryl/heteroaryl rings via palladium-catalyzed C-H functionalization of 2-positions of oxazolines with a variety of halides using dppe as the ligand has been developed. Var

Constructing a series of azide-bridged CuII magnetic low-dimensional coordination polymers by using pybox ligands

Four azide-copper coordination polymers, [Cu2L 1(N3)4]n, [Cu2L 2(N3)4]n, [Cu2L 3R(N3)4]n, and [Cu2L 3S(N3)4]n, were synthesized by using pybox [pyridine-2,6-bis(oxazolines)] as coligands {L1: 2,6-bis(4,5-dihydrooxazol-2-yl)pyridine; L2: 2,6-bis(5,6-dihydro-4H- 1,3-oxazin-2-yl)pyridine; L3R or 3S: 2,6-bis[(R or S)-4-benzyl-4,5-dihydrooxazol-2-yl]pyridine}. Compounds 1 and 2 possess similar 1D infinite azide-copper hexagonal tapes with three types of N3 bridges (two single end-on N3 bridges and one double end-on N 3 bridge). Compounds 3R and 3S possess an azide-copper 2D honeycomb layer with two types of N3 bridges (a single end-to-end N3 bridge and a double end-on N3 bridge). The chirality of these enantiopure layered structures is controlled by the addition of the chiral pybox ligand in the synthesis, which is very rare for the reported azide-copper coordination polymers. The double end-on N3 bridge transfers mainly ferromagnetic exchange coupling interactions in these four compounds. Owing to the steric hindrance of the pybox ligands, the interchain and interlayer separations are broadened, which weakens the magnetic interactions between them. Thus, no long-range ferromagnetic ordering was observed above 1.8 K. A magnetostructural correlation was also discussed in detail. A series of pybox ligands were used as effective coligands to construct four azide-copper low-dimensional coordination polymers. Two of these polymers possess similar 1D infinite azide-copper hexagonal tapes and the other two possess a very interesting enantiopure 2D honeycomb layer structure. Magnetic studies revealed the weak ferromagnetic characters of these complexes.

Kinetic resolution by copper-catalyzed azide-alkyne cycloaddition

The use of chiral pybox ligands imparts enantioselectivity to the Cu I-catalyzed azide-alkyne cycloaddition reaction, in the form of kinetic resolution of α-chiral azides and desymmetrization of gem-diazides. While levels of selectivity are modest, the results show unequivocally that the process benefits from ligand-accelerated catalysis.

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

Homogeneous Catalysis with Dicationic Pd(II) Complexes: Aldol Reaction of Methyl Isocyanoacetate with Benzaldehyde

A series of dicationic Pd(II)-acetonitrile complexes containing bi- and tridentate nitrogen and bidentate phosphine ligands (some of which are chiral) has been prepared as their BF4 salts.The molecular structures for two of these, (BF4)2