3-tert-butyl-5-{N-[(1R,2R)-2-({[(1S)-1-(dimethylcarbamoyl)-2,2-dimethylpropyl]carbamothioyl}amino)cyclohexyl]carboximidoyl}-4-hydroxyphenyl 2,2-dimethylpropanoate

• ChemBase ID: 141429
• Molecular Formular: C31H50N4O4S
• Molecular Mass: 574.8181
• Monoisotopic Mass: 574.3552771
• SMILES: CC(C)(C)c1cc(cc(c1O)/C=N/[C@@H]1CCCC[C@H]1NC(=S)N[C@H](C(=O)N(C)C)C(C)(C)C)OC(=O)C(C)(C)C
• Canonical SMILES: S=C(N[C@@H](C(C)(C)C)C(=O)N(C)C)N[C@@H]1CCCC[C@H]1/N=C/c1cc(OC(=O)C(C)(C)C)cc(c1O)C(C)(C)C
• InChI: InChI=1S/C31H50N4O4S/c1-29(2,3)21-17-20(39-27(38)31(7,8)9)16-19(24(21)36)18-32-22-14-12-13-15-23(22)33-28(40)34-25(30(4,5)6)26(37)35(10)11/h16-18,22-23,25,36H,12-15H2,1-11H3,(H2,33,34,40)/t22-,23-,25-/m1/s1
• InChIKey: BOFCLIFENISFHX-VDKIKQQVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-tert-butyl-5-{N-[(1R,2R)-2-({[(1S)-1-(dimethylcarbamoyl)-2,2-dimethylpropyl]carbamothioyl}amino)cyclohexyl]carboximidoyl}-4-hydroxyphenyl 2,2-dimethylpropanoate
• IUPAC Traditional name: 3-tert-butyl-5-{N-[(1R,2R)-2-({[(1S)-1-(dimethylcarbamoyl)-2,2-dimethylpropyl]carbamothioyl}amino)cyclohexyl]carboximidoyl}-4-hydroxyphenyl 2,2-dimethylpropanoate
• Synonyms: 3-[[[(1R,2R)-2-[[[[(1S)-1-[(Dimethylamino)carbonyl]-2,2-dimethylpropyl]amino]thioxomethyl]amino]cyclohexyl]imino]methyl]-5-(1,1-dimethylethyl)-4-hydroxyphenyl 2,2-dimethylpropanoate; 3-[(E)-[[(1R,2R)-2-[[(1S)-1-[(Dimethylamino)carbonyl]-2,2-dimethylpropyl]thioureido]cyclohexyl]imino]methyl]-5-(tert-butyl)-4-hydroxyphenyl pivalate; 3-[[[(1R,2R)-2-[[[[(1S)-1-[(二甲氨基)羰基]-2,2-二甲基丙基]氨基]硫代甲基]氨基]环己基]亚氨基]甲基]-5-(1,1-二甲基乙基)-4-羟基苯基 2,2-二甲基丙酸酯; 3-[(E)-[[(1R,2R)-2-[[(1S)-1-[(二甲氨基)羰基]-2,2-二甲基丙基]硫脲基]环己基]亚氨基]甲基]-5-(叔丁基)-4-羟基苯基新戊酸酯

Database IDs

• CAS Number: 462632-54-8
• MDL Number: MFCD10567034
• PubChem SID: 162235663
• PubChem CID: 11433112

CALCULATED PROPERTIES

• Acid pKa: 9.511367
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 6.278156
• LogD (pH = 7.4): 6.7256446
• Log P: 6.739359
• Molar Refractivity: 165.7065 cm^3
• Polarizability: 64.54303 Å^3
• Polar Surface Area: 103.26 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 135-138 °C (D)
• Optical Rotation: [α]20/D -88°, c = 1 in chloroform

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36/37
• 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%
• Mw/Mn: <1.2
• Empirical Formula (Hill Notation): C31H50N4O4S

DETAILS

Sigma Aldrich - 693421

Application
Catalyst for the Strecker reaction1
Packaging
100, 500 mg in glass bottle
Protocols & Applications
Asymmetric Strecker Reactions using Jacobsen Thioureas