(2S)-N-(3,5-di-tert-butylphenyl)-3-methyl-2-(N-methylformamido)butanamide

• ChemBase ID: 140904
• Molecular Formular: C21H34N2O2
• Molecular Mass: 346.50686
• Monoisotopic Mass: 346.26202834
• SMILES: CC(C)[C@@H](C(=O)Nc1cc(cc(c1)C(C)(C)C)C(C)(C)C)N(C)C=O
• Canonical SMILES: O=CN([C@H](C(=O)Nc1cc(cc(c1)C(C)(C)C)C(C)(C)C)C(C)C)C
• InChI: InChI=1S/C21H34N2O2/c1-14(2)18(23(9)13-24)19(25)22-17-11-15(20(3,4)5)10-16(12-17)21(6,7)8/h10-14,18H,1-9H3,(H,22,25)/t18-/m0/s1
• InChIKey: OVKNTNIBDGTNQY-SFHVURJKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-N-(3,5-di-tert-butylphenyl)-3-methyl-2-(N-methylformamido)butanamide
• IUPAC Traditional name: (2S)-N-(3,5-di-tert-butylphenyl)-3-methyl-2-(N-methylformamido)butanamide
• Synonyms: Sigamide; S-N-(3,5-Di-tert-butylphenyl)-3-methyl-2-(N-formyl-N-methylamino)butanamide; S-N-(3,5-二叔丁基苯基)-3-甲基-2-(N-甲酰基-N-甲氨基)丁酰胺

Database IDs

• CAS Number: 928789-96-2
• MDL Number: MFCD10565635
• PubChem SID: 162235142
• PubChem CID: 16107187

CALCULATED PROPERTIES

• Acid pKa: 13.300677
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 4.8270216
• LogD (pH = 7.4): 4.8270216
• Log P: 4.827022
• Molar Refractivity: 104.952 cm^3
• Polarizability: 40.201515 Å^3
• Polar Surface Area: 49.41 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 180-186 °C
• Optical Rotation: [α]22/D -170°, c = 1 in chloroform

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H319
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: 96%
• Empirical Formula (Hill Notation): C21H34N2O2

DETAILS

Sigma Aldrich - 693626

Application
Used in the synthesis of chiral 1,2-diarylsubstituted aziridines.1,2
Packaging
50, 100 mg in glass bottle