tert-butyl 4-(2-oxoethyl)piperidine-1-carboxylate

• ChemBase ID: 140870
• Molecular Formular: C12H21NO3
• Molecular Mass: 227.30004
• Monoisotopic Mass: 227.15214354
• SMILES: CC(C)(C)OC(=O)N1CCC(CC1)CC=O
• Canonical SMILES: O=CCC1CCN(CC1)C(=O)OC(C)(C)C
• InChI: InChI=1S/C12H21NO3/c1-12(2,3)16-11(15)13-7-4-10(5-8-13)6-9-14/h9-10H,4-8H2,1-3H3
• InChIKey: PSRHRFNKESVOEL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl 4-(2-oxoethyl)piperidine-1-carboxylate
• IUPAC Traditional name: tert-butyl 4-(2-oxoethyl)piperidine-1-carboxylate
• Synonyms: 1-(tert-butyloxycarbonyl)-piperidine-4-acetaldehyde; 4-(2-Oxoethyl)piperidine-1-carboxylic acid, tert-butyl ester; tert-Butyl 4-(formylmethyl)piperidine-1-carboxylate; N-Boc-4-piperidineacetaldehyde; N-BOC-4-PIPERIDINEACETALDEHYDE; 4-(2-氧代乙基)哌啶-1-羧酸叔丁酯

Database IDs

• CAS Number: 142374-19-4
• MDL Number: MFCD03425258
• PubChem SID: 24885547; 162235108
• PubChem CID: 10353694

CALCULATED PROPERTIES

• Acid pKa: 17.818869
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.1934105
• LogD (pH = 7.4): 1.1934105
• Log P: 1.1934105
• Molar Refractivity: 61.7201 cm^3
• Polarizability: 24.098007 Å^3
• Polar Surface Area: 46.61 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 38-42 °C
• Flash Point: >110 °C; >230 °F

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: 97%; 98%
• Empirical Formula (Hill Notation): C12H21NO3

DETAILS

Sigma Aldrich - 680214

Application
Building block employed in a synthesis of (S)-quinuclidine-2-carboxylic acid.7 Substrate used in an enanioselective organo-catalytic α-vinylation reaction.8
Reactant for synthesis of:
• Pim-1 inhibitors1
• Selective GPR119 agonists for type II diabetes2,3Reactant for:
• α-arylation of aldehydes4
• Enantioselective α-benzylation of aldehydes via photoredox organocatalysis5
• Enantioselective α-triflouromethylation of aldehydes6
Packaging
1 g in glass bottle