(2R)-2-tert-butyl-3-methylimidazolidin-4-one trifluoroacetic acid 3,5-diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

• ChemBase ID: 140367
• Molecular Formular: C23H36F3N3O7
• Molecular Mass: 523.5430496
• Monoisotopic Mass: 523.25053517
• SMILES: CCOC(=O)C1=C(NC(=C(C1)C(=O)OCC)C)C.CC(C)(C)[C@@H]1NCC(=O)N1C.C(=O)(C(F)(F)F)O
• Canonical SMILES: OC(=O)C(F)(F)F.CN1C(=O)CN[C@H]1C(C)(C)C.CCOC(=O)C1=C(C)NC(=C(C1)C(=O)OCC)C
• InChI: InChI=1S/C13H19NO4.C8H16N2O.C2HF3O2/c1-5-17-12(15)10-7-11(13(16)18-6-2)9(4)14-8(10)3;1-8(2,3)7-9-5-6(11)10(7)4;3-2(4,5)1(6)7/h14H,5-7H2,1-4H3;7,9H,5H2,1-4H3;(H,6,7)/t;7-;/m.1./s1
• InChIKey: VPEIUDRYFWHOML-QABCSGHHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-tert-butyl-3-methylimidazolidin-4-one trifluoroacetic acid 3,5-diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• IUPAC Traditional name: (2R)-2-tert-butyl-3-methylimidazolidin-4-one; etidin; trifluoroacetic acid
• Synonyms: MacMillan catalyst - Hantzsch Ester combination; (R)-Mac-H; MacMillan 催化剂 - Hantzsch 酯组合物

Database IDs

• PubChem SID: 24885839; 162234611
• PubChem CID: 16218402

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.09588969
• LogD (pH = 7.4): 1.1125486
• Log P: 1.1683029
• Molar Refractivity: 69.6936 cm^3
• Polarizability: 26.160912 Å^3
• Polar Surface Area: 64.63 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 99-145 °C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• 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

• Linear Formula: (C13H19NO4)6 (C8H16N2O · CF3CO2H)1

DETAILS

Sigma Aldrich - 685429

Application
A mixture of a chiral imidazolidinone with the Hantzsch ethyl ester; formally transfers hydrogen asymmetrically to enals resulting in chiral aldehydes.1
Packaging
1 g in glass bottle
Legal Information
U.S. Pat. 6,369,243 and related patents apply. For research purposes only.