(4S)-4-tert-butyl-2-{2-[(4S)-4-tert-butyl-4,5-dihydro-1,3-oxazol-2-yl]propan-2-yl}-4,5-dihydro-1,3-oxazole

• ChemBase ID: 145296
• Molecular Formular: C17H30N2O2
• Molecular Mass: 294.4323
• Monoisotopic Mass: 294.23072821
• SMILES: CC(C)(C)[C@H]1COC(=N1)C(C)(C)C1=N[C@H](CO1)C(C)(C)C
• Canonical SMILES: CC(C1=N[C@H](CO1)C(C)(C)C)(C1=N[C@H](CO1)C(C)(C)C)C
• InChI: InChI=1S/C17H30N2O2/c1-15(2,3)11-9-20-13(18-11)17(7,8)14-19-12(10-21-14)16(4,5)6/h11-12H,9-10H2,1-8H3/t11-,12-/m1/s1
• InChIKey: DPMGLJUMNRDNMX-VXGBXAGGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-tert-butyl-2-{2-[(4S)-4-tert-butyl-4,5-dihydro-1,3-oxazol-2-yl]propan-2-yl}-4,5-dihydro-1,3-oxazole
• IUPAC Traditional name: (4S)-4-tert-butyl-2-{2-[(4S)-4-tert-butyl-4,5-dihydro-1,3-oxazol-2-yl]propan-2-yl}-4,5-dihydro-1,3-oxazole
• Synonyms: (S,S)-2,2′-Isopropylidene-bis(4-tert-butyl-2-oxazoline); 2,2′-Isopropylidenebis[(4S)-4-tert-butyl-2-oxazoline]; (S,S)-2,2′-异亚丙基-双(4-叔丁基-2-噁唑啉); 2,2′-异亚丙基双[(4S)-4-叔丁基-2-噁唑啉]

Database IDs

• CAS Number: 131833-93-7
• MDL Number: MFCD00192243
• PubChem SID: 24865358; 162239503
• PubChem CID: 688208

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.4818277
• LogD (pH = 7.4): 4.4872365
• Log P: 4.4873056
• Molar Refractivity: 83.7339 cm^3
• Polarizability: 33.419853 Å^3
• Polar Surface Area: 43.18 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 89-91 °C(lit.)
• Optical Rotation: [α]20/D -120°, c = 5 in chloroform

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%
• Empirical Formula (Hill Notation): C17H30N2O2

DETAILS

Sigma Aldrich - 406147

Packaging
250 mg in glass bottle
Application
Chiral catalyst for asymmetric synthesis.1,2,3,4,5 C2 symmetric ligand for enantioselective catalysis. Easily forms bidentate coordination complexes due to the strong affinity of the oxazoline nitrogen for various metals.1,2,3