bis[3,5-bis(trifluoromethyl)phenyl][(2S)-1-[4-(pyrrolidin-1-yl)pyridine-3-carbonyl]pyrrolidin-2-yl]methanol

• ChemBase ID: 142768
• Molecular Formular: C31H25F12N3O2
• Molecular Mass: 699.5299384
• Monoisotopic Mass: 699.1755157
• SMILES: c1cncc(c1N1CCCC1)C(=O)N1CCC[C@H]1C(c1cc(cc(c1)C(F)(F)F)C(F)(F)F)(c1cc(cc(c1)C(F)(F)F)C(F)(F)F)O
• Canonical SMILES: O=C(c1cnccc1N1CCCC1)N1CCC[C@H]1C(c1cc(cc(c1)C(F)(F)F)C(F)(F)F)(c1cc(cc(c1)C(F)(F)F)C(F)(F)F)O
• InChI: InChI=1S/C31H25F12N3O2/c32-28(33,34)19-10-17(11-20(14-19)29(35,36)37)27(48,18-12-21(30(38,39)40)15-22(13-18)31(41,42)43)25-4-3-9-46(25)26(47)23-16-44-6-5-24(23)45-7-1-2-8-45/h5-6,10-16,25,48H,1-4,7-9H2/t25-/m0/s1
• InChIKey: LVJPWYSGCCTYAC-VWLOTQADSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis[3,5-bis(trifluoromethyl)phenyl][(2S)-1-[4-(pyrrolidin-1-yl)pyridine-3-carbonyl]pyrrolidin-2-yl]methanol
• IUPAC Traditional name: bis[3,5-bis(trifluoromethyl)phenyl][(2S)-1-[4-(pyrrolidin-1-yl)pyridine-3-carbonyl]pyrrolidin-2-yl]methanol
• Synonyms: (S)-2-{1-{[4-(1-Pyrrolidinyl)-3-pyridinyl]carbonyl}-2-pyrrolidinyl}bis[3,5-bis(trifluoromethyl)phenyl]methanol; Chiral DMAP; {(2S)-2-{Bis[3,5-bis(trifluoromethyl)phenyl]hydroxymethyl}-1-pyrrolidinyl}[4-(1-pyrrolidinyl)-3-pyridinyl]methanone; (S)-2-{1-{[4-(1-吡咯烷基)-3-吡啶基]羰基}-2-吡咯烷基}双[3,5-双(三氟甲基)苯基]甲醇; 手性 DMAP; {(2S)-2-{双[3,5-双(三氟甲基)苯基]羟甲基}-1-吡咯烷基[4-(1-吡咯烷基)-3-吡啶基]甲酮

Database IDs

• CAS Number: 951008-65-4
• MDL Number: MFCD17015289
• PubChem SID: 162236994
• PubChem CID: 23624432

CALCULATED PROPERTIES

• Acid pKa: 12.604177
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 6.2085023
• LogD (pH = 7.4): 6.895278
• Log P: 7.148026
• Molar Refractivity: 151.1268 cm^3
• Polarizability: 53.44268 Å^3
• Polar Surface Area: 56.67 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Optical Rotation: [α]/D -50.0±3.0°, c = 1 in ethanol

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

Product Information

• Purity: ≥96.5% (HPLC); 97%
• Empirical Formula (Hill Notation): C31H25F12N3O2

DETAILS

Sigma Aldrich - 713767

Packaging
100 mg in glass bottle