(2S)-N-benzyl-2-({[3,5-bis(trifluoromethyl)phenyl]carbamothioyl}amino)-N,3,3-trimethylbutanamide

• ChemBase ID: 141251
• Molecular Formular: C23H25F6N3OS
• Molecular Mass: 505.5195192
• Monoisotopic Mass: 505.16225276
• SMILES: CC(C)(C)[C@@H](C(=O)N(C)Cc1ccccc1)NC(=S)Nc1cc(cc(c1)C(F)(F)F)C(F)(F)F
• Canonical SMILES: S=C(N[C@@H](C(C)(C)C)C(=O)N(Cc1ccccc1)C)Nc1cc(cc(c1)C(F)(F)F)C(F)(F)F
• InChI: InChI=1S/C23H25F6N3OS/c1-21(2,3)18(19(33)32(4)13-14-8-6-5-7-9-14)31-20(34)30-17-11-15(22(24,25)26)10-16(12-17)23(27,28)29/h5-12,18H,13H2,1-4H3,(H2,30,31,34)/t18-/m1/s1
• InChIKey: LTFFYVVCUVYZPE-GOSISDBHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-N-benzyl-2-({[3,5-bis(trifluoromethyl)phenyl]carbamothioyl}amino)-N,3,3-trimethylbutanamide
• IUPAC Traditional name: (2S)-N-benzyl-2-({[3,5-bis(trifluoromethyl)phenyl]carbamothioyl}amino)-N,3,3-trimethylbutanamide
• Synonyms: (2S)-2-[[[[3,5-Bis(trifluoromethyl)phenyl]amino]thioxomethyl]amino]-N-3,3-trimethyl-N-(phenylmethyl)butanamide; (S)-2-[[3,5-Bis(trifluoromethyl)phenyl]thioureido]-N-benzyl-N,3,3-trimethylbutanamide; (2S)-2-[[[[3,5-双(三氟甲基)苯基]氨基]硫代甲基]氨基]-N-3,3-三甲基-N-(苯基甲基)丁酰胺; (S)-2-[[3,5-双(三氟甲基)苯基]硫脲基]-N-苄基-N,3,3-三甲基丁酰胺

Database IDs

• CAS Number: 959979-30-7
• MDL Number: MFCD10567031
• PubChem SID: 162235486
• PubChem CID: 44541120

CALCULATED PROPERTIES

• Acid pKa: 9.209375
• H Acceptors: 1
• H Donor: 2
• LogD (pH = 5.5): 6.423699
• LogD (pH = 7.4): 6.4174304
• Log P: 6.4237795
• Molar Refractivity: 124.6331 cm^3
• Polarizability: 45.54149 Å^3
• Polar Surface Area: 44.37 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 147-152 °C
• Optical Rotation: [α]20/D -57.0°, c = 1 in chloroform

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H315-H319-H335-H413
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C23H25F6N3OS

DETAILS

Sigma Aldrich - 693316

Application
Versatile catalyst for reactions including the Mannich reaction.1
Packaging
100, 500 mg in glass bottle
Protocols & Applications
Asymmetric Strecker Reactions using Jacobsen Thioureas