(2S)-N-[(2R)-3,3-dimethylbutan-2-yl]-3,3-dimethyl-2-{[(1-methyl-1H-imidazol-2-yl)methyl]amino}butanamide

• ChemBase ID: 140507
• Molecular Formular: C17H32N4O
• Molecular Mass: 308.46218
• Monoisotopic Mass: 308.25761166
• SMILES: C[C@H](C(C)(C)C)NC(=O)[C@H](C(C)(C)C)NCc1nccn1C
• Canonical SMILES: O=C([C@H](C(C)(C)C)NCc1nccn1C)N[C@@H](C(C)(C)C)C
• InChI: InChI=1S/C17H32N4O/c1-12(16(2,3)4)20-15(22)14(17(5,6)7)19-11-13-18-9-10-21(13)8/h9-10,12,14,19H,11H2,1-8H3,(H,20,22)/t12-,14-/m1/s1
• InChIKey: QOCLPFRRAGRCEM-TZMCWYRMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-N-[(2R)-3,3-dimethylbutan-2-yl]-3,3-dimethyl-2-{[(1-methyl-1H-imidazol-2-yl)methyl]amino}butanamide
• IUPAC Traditional name: (2S)-N-[(2R)-3,3-dimethylbutan-2-yl]-3,3-dimethyl-2-{[(1-methylimidazol-2-yl)methyl]amino}butanamide
• Synonyms: Hoveyda-Snapper Desymmetrization Catalyst; (-)-(S)-N-((R)-3,3-Dimethylbutan-2-yl)-3,3-dimethyl-2-((1-methyl-1H-imidazol-2-yl)methylamino)butanamide; Hoveyda-Snapper 去对称化反应催化剂; (-)-(S)-N-((R)-3,3-二甲基丁-2-基)-3,3-二甲基-2-((1-甲基-1H-咪唑-2-基)甲基氨基)丁酰胺

Database IDs

• CAS Number: 913831-29-5
• MDL Number: MFCD09265146
• PubChem SID: 24885596; 162234751
• PubChem CID: 11851249

CALCULATED PROPERTIES

• Acid pKa: 15.70478
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.0044583
• LogD (pH = 7.4): 2.341767
• Log P: 2.4778233
• Molar Refractivity: 89.7367 cm^3
• Polarizability: 35.576466 Å^3
• Polar Surface Area: 58.95 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 130-134 °C
• Optical Rotation: [α]22/D -79°, c = 1 in chloroform

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C17H32N4O

DETAILS

Sigma Aldrich - 680826

Application
Useful organocatalyst in the desymmetrization of meso diols.1
Packaging
1 g in glass bottle