tert-butyl N-[(2S)-1-cyclohexyl-3-hydroxypropan-2-yl]carbamate

• ChemBase ID: 148228
• Molecular Formular: C14H27NO3
• Molecular Mass: 257.36908
• Monoisotopic Mass: 257.19909373
• SMILES: CC(C)(C)OC(=O)N[C@@H](CC1CCCCC1)CO
• Canonical SMILES: OC[C@@H](NC(=O)OC(C)(C)C)CC1CCCCC1
• InChI: InChI=1S/C14H27NO3/c1-14(2,3)18-13(17)15-12(10-16)9-11-7-5-4-6-8-11/h11-12,16H,4-10H2,1-3H3,(H,15,17)/t12-/m0/s1
• InChIKey: BOJQBBXPSVGTQT-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(2S)-1-cyclohexyl-3-hydroxypropan-2-yl]carbamate
• IUPAC Traditional name: tert-butyl N-[(2S)-1-cyclohexyl-3-hydroxypropan-2-yl]carbamate
• Synonyms: (S)-(-)-2-(tert-Butoxycarbonylamino)-3-cyclohexyl-1-propanol; (S)-(-)-2-(Boc-amino)-3-cyclohexyl-1-propanol; (S)-(-)-2-(叔丁氧羰基氨基)-3-环己基-1-丙醇; (S)-(-)-2-(Boc-氨基)-3-环己基-1-丙醇

Database IDs

• CAS Number: 103322-56-1
• MDL Number: MFCD00076899
• PubChem SID: 24866395; 162242404
• PubChem CID: 11043405

CALCULATED PROPERTIES

• Acid pKa: 14.556128
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 2.7172017
• LogD (pH = 7.4): 2.7172017
• Log P: 2.7172017
• Molar Refractivity: 71.1773 cm^3
• Polarizability: 28.313904 Å^3
• Polar Surface Area: 58.56 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 214 °C(lit.)
• Flash Point: 136.4 °F; 58 °C
• Density: 1.126 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.464(lit.)
• Optical Rotation: [α]20/D -25°, c = 1 in ethanol

Safety Information

• European Hazard Symbols: Irritant (Xi)
• UN Number: 3272
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H226-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3272 3/PG 3

Product Information

• Purity: 90%
• Linear Formula: C6H11CH2CH[NHCO2C(CH3)3]CH2OH

DETAILS

Sigma Aldrich - 421693

Packaging
1, 5 g in glass bottle
Application
Precursor to (S)-N-t-Boc-cyclohexylalaninal.1 This precursor was oxidized to the corresponding α-amino aldehyde in good yield and high optical purity.2