(2S)-2-({[(1R,2R)-2-(dipropylamino)cyclohexyl]carbamothioyl}amino)-3,3-dimethyl-N-(propan-2-yl)butanamide

• ChemBase ID: 141430
• Molecular Formular: C22H44N4OS
• Molecular Mass: 412.67596
• Monoisotopic Mass: 412.32358305
• SMILES: CCCN(CCC)[C@@H]1CCCC[C@H]1NC(=S)N[C@H](C(=O)NC(C)C)C(C)(C)C
• Canonical SMILES: CCCN([C@@H]1CCCC[C@H]1NC(=S)N[C@@H](C(C)(C)C)C(=O)NC(C)C)CCC
• InChI: InChI=1S/C22H44N4OS/c1-8-14-26(15-9-2)18-13-11-10-12-17(18)24-21(28)25-19(22(5,6)7)20(27)23-16(3)4/h16-19H,8-15H2,1-7H3,(H,23,27)(H2,24,25,28)/t17-,18-,19-/m1/s1
• InChIKey: XULQYZJFCNMXTM-GUDVDZBRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-({[(1R,2R)-2-(dipropylamino)cyclohexyl]carbamothioyl}amino)-3,3-dimethyl-N-(propan-2-yl)butanamide
• IUPAC Traditional name: (2S)-2-({[(1R,2R)-2-(dipropylamino)cyclohexyl]carbamothioyl}amino)-N-isopropyl-3,3-dimethylbutanamide
• Synonyms: (S)-2-[3-[(1R,2R)-2-(Dipropylamino)cyclohexyl]thioureido]-N-isopropyl-3,3-dimethylbutanamide; (S)-2-[3-[(1R,2R)-2-(二丙基氨基)环己基]硫脲基]-N-异丙基-3,3-二甲基丁酰胺

Database IDs

• CAS Number: 1003922-03-9
• MDL Number: MFCD10000899
• PubChem SID: 162235664
• PubChem CID: 24763747

CALCULATED PROPERTIES

• Acid pKa: 12.919054
• H Acceptors: 2
• H Donor: 3
• LogD (pH = 5.5): 1.1880237
• LogD (pH = 7.4): 1.8738135
• Log P: 4.667522
• Molar Refractivity: 123.4331 cm^3
• Polarizability: 48.98066 Å^3
• Polar Surface Area: 56.4 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]22/D -61°, c = 1 in chloroform

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• 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: 95%
• Empirical Formula (Hill Notation): C22H44N4OS

DETAILS

Sigma Aldrich - 693464

Application
Ketone silylcyanation catalyst1
Packaging
100, 500 mg in glass bottle
Protocols & Applications
Asymmetric Strecker Reactions using Jacobsen Thioureas