4-[(S)-[(2R,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]({6-[(S)-[(2R,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methoxy]-2,5-diphenylpyrimidin-4-yl}oxy)methyl]-6-methoxyquinoline

• ChemBase ID: 150474
• Molecular Formular: C56H60N6O4
• Molecular Mass: 881.1134
• Monoisotopic Mass: 880.46760443
• SMILES: CC[C@H]1CN2CC[C@H]1C[C@@H]2[C@H](c1ccnc2c1cc(cc2)OC)Oc1c(c(nc(n1)c1ccccc1)O[C@@H](c1ccnc2c1cc(cc2)OC)[C@H]1C[C@@H]2CCN1C[C@@H]2CC)c1ccccc1
• Canonical SMILES: CC[C@H]1CN2CC[C@H]1C[C@@H]2[C@H](c1ccnc2c1cc(OC)cc2)Oc1nc(nc(c1c1ccccc1)O[C@@H](c1ccnc2c1cc(OC)cc2)[C@H]1C[C@@H]2CCN1C[C@@H]2CC)c1ccccc1
• InChI: InChI=1S/C56H60N6O4/c1-5-35-33-61-27-23-39(35)29-49(61)52(43-21-25-57-47-19-17-41(63-3)31-45(43)47)65-55-51(37-13-9-7-10-14-37)56(60-54(59-55)38-15-11-8-12-16-38)66-53(50-30-40-24-28-62(50)34-36(40)6-2)44-22-26-58-48-20-18-42(64-4)32-46(44)48/h7-22,25-26,31-32,35-36,39-40,49-50,52-53H,5-6,23-24,27-30,33-34H2,1-4H3/t35-,36-,39-,40-,49+,50+,52-,53-/m0/s1
• InChIKey: SWKRDCRSJPRVNF-DOGDSVMGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(S)-[(2R,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]({6-[(S)-[(2R,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methoxy]-2,5-diphenylpyrimidin-4-yl}oxy)methyl]-6-methoxyquinoline
• IUPAC Traditional name: 4-[(S)-[(2R,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]({6-[(S)-[(2R,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methoxy]-2,5-diphenylpyrimidin-4-yl}oxy)methyl]-6-methoxyquinoline
• Synonyms: Hydroquinidine-2,5-diphenyl-4,6-pyrimidinediyl diether; (DHQD)2Pyr; Hydroquinidine-2,5-diphenyl-4,6-pyrimidinediyl diether; 氢化奎尼定-2,5-二苯基-4,6-嘧啶二基二醚; 氢化奎尼定-2,5-二苯基-4,6-嘧啶二基二醚

Database IDs

• CAS Number: 149725-81-5
• MDL Number: MFCD00198108
• PubChem SID: 162244635; 24866252
• PubChem CID: 10306453

CALCULATED PROPERTIES

• H Acceptors: 10
• H Donor: 0
• LogD (pH = 5.5): 4.5337906
• LogD (pH = 7.4): 7.5735316
• Log P: 11.401048
• Molar Refractivity: 269.5994 cm^3
• Polarizability: 105.71397 Å^3
• Polar Surface Area: 94.96 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 247-250 °C; 247-250 °C(lit.)
• Optical Rotation: [α]20/D -390°, c = 1.2 in methanol; [α]20/D -395±10°, c = 1.2% in methanol

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: ≥97.0% (sum of enantiomers, HPLC); 97%
• Grade: purum
• Empirical Formula (Hill Notation): C56H60N6O4

DETAILS

Sigma Aldrich - 418951

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

Sigma Aldrich - 53951

Other Notes
Ligand for the asymmetric dihydroxylation of olefins. It is superior to other ligands for the AD of monosubstituted terminal olefins1