(S)-[(2R,4S,5S)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methyl 4-chlorobenzoate

• ChemBase ID: 149105
• Molecular Formular: C27H29ClN2O3
• Molecular Mass: 464.98376
• Monoisotopic Mass: 464.18667048
• SMILES: CC[C@@H]1CN2CC[C@H]1C[C@@H]2[C@H](c1ccnc2c1cc(cc2)OC)OC(=O)c1ccc(cc1)Cl
• Canonical SMILES: CC[C@@H]1CN2CC[C@H]1C[C@@H]2[C@H](c1ccnc2c1cc(OC)cc2)OC(=O)c1ccc(cc1)Cl
• InChI: InChI=1S/C27H29ClN2O3/c1-3-17-16-30-13-11-19(17)14-25(30)26(33-27(31)18-4-6-20(28)7-5-18)22-10-12-29-24-9-8-21(32-2)15-23(22)24/h4-10,12,15,17,19,25-26H,3,11,13-14,16H2,1-2H3/t17-,19+,25-,26+/m1/s1
• InChIKey: TXVNNFDXQZFMBQ-XHYUFEOFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (S)-[(2R,4S,5S)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methyl 4-chlorobenzoate
• IUPAC Traditional name: (S)-[(2R,4S,5S)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methyl 4-chlorobenzoate
• Synonyms: O-(4-Chlorobenzoyl)hydroquinidine; Dihydroquinidine 4-chlorobenzoate; Hydroquinidine 4-chlorobenzoate; 4-氯苯甲酸二氢奎尼丁酯; O-(4-氯苯甲酰基)氢化奎尼丁; 对氯苯甲酸氢化奎尼丁酯

Database IDs

• CAS Number: 113162-02-0
• MDL Number: MFCD00151148
• Beilstein Number: 4302319
• PubChem SID: 162243273; 24860385
• PubChem CID: 16212138

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 3.0443423
• LogD (pH = 7.4): 4.812741
• Log P: 5.9167967
• Molar Refractivity: 129.2763 cm^3
• Polarizability: 51.982407 Å^3
• Polar Surface Area: 51.66 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 102-105 °C(lit.); 98-102 °C
• Optical Rotation: [α]20/D -74±2°, c = 1% in ethanol; [α]26/D -73°, c = 1 in ethanol

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 22-24/25; 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% (HPLC); 98%
• Grade: purum
• Empirical Formula (Hill Notation): C27H29ClN2O3

DETAILS

Sigma Aldrich - 336483

Packaging
1, 5 g in glass bottle
Legal Information
Sold under license from Rhodia Pharma Solutions.

Sigma Aldrich - 23758

Other Notes
Catalyst for the asymmetric dihydroxylation of olefins with 4-methylmorpholine N-oxide and a catalytic amount of OsO41,2,3