ethyl (3R)-piperidine-3-carboxylate

• ChemBase ID: 69401
• Molecular Formular: C8H15NO2
• Molecular Mass: 157.2102
• Monoisotopic Mass: 157.11027873
• SMILES: C(=O)([C@@H]1CCCNC1)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-/m1/s1
• InChIKey: XIWBSOUNZWSFKU-SSDOTTSWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (3R)-piperidine-3-carboxylate
• IUPAC Traditional name: ethyl (3R)-piperidine-3-carboxylate
• Synonyms: (R)-Piperidine-3-carboxylic acid ethyl ester; (R)-ethyl nipecotate; (R)-Ethyl piperidine-3-carboxylate; Ethyl (R)-nipecotate; (3R)-3-(Ethoxycarbonyl)piperidine; Ethyl (3R)-piperidine-3-carboxylate; Ethyl (R)-nipecotate; (R)-(-)-哌啶-3-羧酸乙酯; (R)-3-哌啶甲酸乙酯

Database IDs

• CAS Number: 25137-01-3
• MDL Number: MFCD03093637
• PubChem SID: 162035127
• PubChem CID: 185582

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: 104 °C; 219.2 °F
• Density: 1.092 g/mL at 25 °C
• Hydrophobicity(logP): 1.064

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 37/38-41
• Safety Statements: 26-39
• TSCA Listed: false
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H315-H318-H335
• GHS Precautionary statements: P261-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%; 95+%; 97%
• Empirical Formula (Hill Notation): C8H15NO2

DETAILS

Sigma Aldrich - 696420

Packaging
1 g in glass bottle
Application
Reactant for synthesis of:
• DPP-4 inhibitors1
• Dual H1/5-HT2A receptor antagonists for treatment of sleep disorders2
• Serotonin and noradrenaline reuptake inhibitors3
• GABA uptake inhibitors4Reactant for stereocontrolled hydoiodination of alkynes5Used for an orally potent anti-anxiety drug6