ethyl (3S)-piperidine-3-carboxylate

• ChemBase ID: 92383
• Molecular Formular: C8H15NO2
• Molecular Mass: 157.2102
• Monoisotopic Mass: 157.11027873
• SMILES: N1CCC[C@@H](C1)C(=O)OCC
• Canonical SMILES: CCOC(=O)[C@H]1CCCNC1
• InChI: InChI=1S/C8H15NO2/c1-2-11-8(10)7-4-3-5-9-6-7/h7,9H,2-6H2,1H3/t7-/m0/s1
• InChIKey: XIWBSOUNZWSFKU-ZETCQYMHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (3S)-piperidine-3-carboxylate
• IUPAC Traditional name: ethyl (3S)-piperidine-3-carboxylate
• Synonyms: ethyl (3S)-piperidine-3-carboxylate; (S)-3-Piperidinecarboxylic acid ethyl ester; (S)-Ethyl nipecotate; (S)-Ethyl piperidine-3-carboxylate; Ethyl (S)-nipecotate; (3S)-3-(Ethoxycarbonyl)piperidine; (3S)-Ethyl piperidine-3-carboxylate; (S)-(+)-NIPECOTIC ACID ETHYL ESTER; (S)-(+)-哌啶-3-羧酸乙酯; (S)-3-哌啶甲酸乙酯

Database IDs

• CAS Number: 37675-18-6
• MDL Number: MFCD00792499
• PubChem SID: 162079081
• PubChem CID: 187784

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -2.586615
• LogD (pH = 7.4): -1.3031387
• Log P: 0.53884166
• Molar Refractivity: 42.439 cm^3
• Polarizability: 17.03371 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: 168.8 °F; 76 °C; 76.7°C
• Density: 1.043; 1.043 g/mL at 25 °C
• Refractive Index: n20/D 1.471
• Hydrophobicity(logP): 1.064

Safety Information

• Storage Warning: Irritant/Store under Argon/Moisture Sensitive/Light Sensitive
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 41
• Safety Statements: 26-39
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H318
• GHS Precautionary statements: P280-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: 95%; 97%; 98%
• Empirical Formula (Hill Notation): C8H15NO2

DETAILS

Sigma Aldrich - 696439

Packaging
1 g in glass bottle
Application
Reactant for synthesis of:
• DPP-4 inhibitors1
• JAK2 inhibitors2
• Serotonin and noradrenaline reuptake inhibitors3
• Human tryptase inhibitors4
• Anti-thrombotic nicecotamides5Reactive for oxidative C-arylation of free (NH)-heterocycles via direct (sp3) C-H bond functionalization6