1-N-[(S)-methyl(oxo)phenyl-λ6-sulfanylidene]-2-N-{[2,4,6-tris(propan-2-yl)phenyl]methyl}benzene-1,2-diamine

• ChemBase ID: 140326
• Molecular Formular: C29H38N2OS
• Molecular Mass: 462.68982
• Monoisotopic Mass: 462.27048485
• SMILES: CC(C)c1cc(c(c(c1)C(C)C)CNc1ccccc1N=S(=O)(C)c1ccccc1)C(C)C
• Canonical SMILES: CC(c1cc(cc(c1CNc1ccccc1N=S(=O)(c1ccccc1)C)C(C)C)C(C)C)C
• InChI: InChI=1S/C29H38N2OS/c1-20(2)23-17-25(21(3)4)27(26(18-23)22(5)6)19-30-28-15-11-12-16-29(28)31-33(7,32)24-13-9-8-10-14-24/h8-18,20-22,30H,19H2,1-7H3/t33-/m0/s1
• InChIKey: RWBXYWODTYKLEN-XIFFEERXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-N-[(S)-methyl(oxo)phenyl-λ^6-sulfanylidene]-2-N-{[2,4,6-tris(propan-2-yl)phenyl]methyl}benzene-1,2-diamine; 1-N-[(R)-methyl(oxo)phenyl-λ^6-sulfanylidene]-2-N-{[2,4,6-tris(propan-2-yl)phenyl]methyl}benzene-1,2-diamine
• IUPAC Traditional name: 1-N-[(S)-methyl(oxo)phenyl-λ^6-sulfanylidene]-2-N-[(2,4,6-triisopropylphenyl)methyl]benzene-1,2-diamine; 1-N-[(R)-methyl(oxo)phenyl-λ^6-sulfanylidene]-2-N-[(2,4,6-triisopropylphenyl)methyl]benzene-1,2-diamine
• Synonyms: (S)-N-[2-(2,4,6-Triisopropylbenzylamino)phenyl]-S-methyl-S-phenylsulfoximine; (S)-S-Methyl-S-phenyl-N-{2-[(2,4,6-triisopropylphenyl)methylamino]phenyl}sulfoximine; (R)-N-[2-(2,4,6-Triisopropylbenzylamino)-phenyl]-S-methyl-S-phenylsulfoximin; (R)-S-Methyl-S-phenyl-N-{2-[(2,4,6-triisopropylphenyl)methylamino]phenyl}sulfoximine; (S)-N-[2-(2,4,6-三异丙基苄基氨基)苯基]-S-甲基-S-苯基砜亚胺; (R)-N-[2-(2,4,6-三异丙基苄基氨基)-苯基]-S-甲基-S-苯基砜亚胺

Database IDs

• CAS Number: 825612-43-9; 948831-14-9
• MDL Number: MFCD10566956; MFCD10566954
• PubChem SID: 162234570
• PubChem CID: 25041563

CALCULATED PROPERTIES

• Acid pKa: 16.372816
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 8.073848
• LogD (pH = 7.4): 8.074017
• Log P: 8.0740185
• Molar Refractivity: 146.186 cm^3
• Polarizability: 55.51555 Å^3
• Polar Surface Area: 41.46 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 124-127 °C

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥97.0% (HPLC)
• Optical Purity: enantiomeric ratio: ≥99:1
• Empirical Formula (Hill Notation): C29H38N2OS

DETAILS

Sigma Aldrich - 669970

Application
Ligand used with copper for asymmetric aldol reactions.1,2,2,3,4
Packaging
100, 500 mg in glass bottle

Sigma Aldrich - 669857

Application
Ligand used with copper for asymmetric aldol reactions.1,2,2,3,4
Packaging
100, 500 mg in glass bottle