2,6-bis[(4S)-4-(propan-2-yl)-4,5-dihydro-1,3-oxazol-2-yl]pyridine

• ChemBase ID: 146647
• Molecular Formular: C17H23N3O2
• Molecular Mass: 301.38342
• Monoisotopic Mass: 301.17902699
• SMILES: CC(C)[C@H]1COC(=N1)c1cccc(n1)C1=N[C@H](CO1)C(C)C
• Canonical SMILES: CC([C@H]1COC(=N1)c1cccc(n1)C1=N[C@H](CO1)C(C)C)C
• InChI: InChI=1S/C17H23N3O2/c1-10(2)14-8-21-16(19-14)12-6-5-7-13(18-12)17-20-15(9-22-17)11(3)4/h5-7,10-11,14-15H,8-9H2,1-4H3/t14-,15-/m1/s1
• InChIKey: CSGQGLBCAHGJDR-HUUCEWRRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,6-bis[(4S)-4-(propan-2-yl)-4,5-dihydro-1,3-oxazol-2-yl]pyridine
• IUPAC Traditional name: 2,6-bis[(4S)-4-isopropyl-4,5-dihydro-1,3-oxazol-2-yl]pyridine
• Synonyms: (S,S)-2,2′-(2,6-Pyridinediyl)bis(4-isopropyl-2-oxazoline); (S,S)-2,6-Bis(4-isopropyl-2-oxazolin-2-yl)pyridine; 2,6-Bis[(4S)-(-)-isopropyl-2-oxazolin-2-yl]pyridine; (S,S)-2,6-Bis(4-isopropyl-2-oxazolin-2-yl)pyridine; (S,S)-2,2′-(2,6-吡啶二基)双(4-异丙基-2-噁唑啉); (S,S)-2,6-双(4-异丙基-2-噁唑啉-2-基)吡啶; 2,6-双[(4S)-(-)-异丙基-2-噁唑啉-2-基]吡啶; (S,S)-2,6-双(4-异丙基-2-噁唑啉-2-基)吡啶

Database IDs

• CAS Number: 118949-61-4
• MDL Number: MFCD00191815
• Beilstein Number: 5824976
• PubChem SID: 162240840; 24865429
• PubChem CID: 688211

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.7230933
• LogD (pH = 7.4): 3.804711
• Log P: 3.8058603
• Molar Refractivity: 84.5439 cm^3
• Polarizability: 32.88533 Å^3
• Polar Surface Area: 56.07 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 153-157 °C; 155-157 °C(lit.)
• Optical Rotation: [α]20/D -121±3°, c = 0.7% in methylene chloride; [α]25/D -118°, c = 0.7 in methylene chloride

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥99.0% (sum of enantiomers, GC); 99%
• Grade: puriss.
• Empirical Formula (Hill Notation): C17H23N3O2

DETAILS

Sigma Aldrich - 407151

Application
Used as a ligand to prepare novel ruthenium-pyridine-carboxylate complexes as new catalytic systems for alkene epoxidation.1
Packaging
1 g in glass bottle
250 mg in glass bottle

Sigma Aldrich - 14970

Other Notes
Chiral catalyst for the asymmetric hydrosilylation of ketones1,2,3