(2S)-2-({[(1R,2R)-2-aminocyclohexyl]carbamothioyl}amino)-N-benzyl-N,3,3-trimethylbutanamide

• ChemBase ID: 141253
• Molecular Formular: C21H34N4OS
• Molecular Mass: 390.58586
• Monoisotopic Mass: 390.24533273
• SMILES: CC(C)(C)[C@@H](C(=O)N(C)Cc1ccccc1)NC(=S)N[C@@H]1CCCC[C@H]1N
• Canonical SMILES: S=C(N[C@@H](C(C)(C)C)C(=O)N(Cc1ccccc1)C)N[C@@H]1CCCC[C@H]1N
• InChI: InChI=1S/C21H34N4OS/c1-21(2,3)18(19(26)25(4)14-15-10-6-5-7-11-15)24-20(27)23-17-13-9-8-12-16(17)22/h5-7,10-11,16-18H,8-9,12-14,22H2,1-4H3,(H2,23,24,27)/t16-,17-,18-/m1/s1
• InChIKey: CNEVMNSDRMDKFO-KZNAEPCWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-({[(1R,2R)-2-aminocyclohexyl]carbamothioyl}amino)-N-benzyl-N,3,3-trimethylbutanamide
• IUPAC Traditional name: (2S)-2-({[(1R,2R)-2-aminocyclohexyl]carbamothioyl}amino)-N-benzyl-N,3,3-trimethylbutanamide
• Synonyms: (2S)-2-[[[[(1R,2R)-2-Aminocyclohexyl]amino]thioxomethyl]amino]-N-3,3-trimethyl-N-(phenylmethyl)butanamide; (S)-2-[[[[(1R,2R)-2-Aminocyclohexyl]amino]thioxomethyl]amino]-N-benzyl-N-3,3-trimethylbutanamide; (S)-2-[[(1R,2R)-2-Aminocyclohexyl]thioureido]-N-benzyl-N,3,3-trimethylbutanamide; (2S)-2-[[[[(1R,2R)-2-氨基环己基]氨基]硫代甲基]氨基]-N-3,3-三甲基-N-(苯基甲基)丁酰胺; (S)-2-[[[[(1R,2R)-2-氨基环己基]氨基]硫代甲基]氨基]-N-苄基-N-3,3-三甲基丁酰胺; (S)-2-[[(1R,2R)-2-氨基环己基]硫脲基]-N-苄基-N,3,3-三甲基丁酰胺

Database IDs

• CAS Number: 479423-21-7
• MDL Number: MFCD10567033
• PubChem SID: 162235488
• PubChem CID: 57332980

CALCULATED PROPERTIES

• Acid pKa: -5.1199474
• H Acceptors: 2
• H Donor: 3
• LogD (pH = 5.5): 0.28287315
• LogD (pH = 7.4): 1.243563
• Log P: 3.2679992
• Molar Refractivity: 115.1605 cm^3
• Polarizability: 45.68297 Å^3
• Polar Surface Area: 70.39 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 71-85 °C
• Optical Rotation: [α]20/D +19.0°, 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): C21H34N4OS

DETAILS

Sigma Aldrich - 693413

Packaging
100 mg in glass bottle
Protocols & Applications
Asymmetric Strecker Reactions using Jacobsen Thioureas