benzyl (2R)-2-[(1E)-3-ethoxy-3-oxoprop-1-en-1-yl]piperidine-1-carboxylate

• ChemBase ID: 168428
• Molecular Formular: C18H23NO4
• Molecular Mass: 317.37952
• Monoisotopic Mass: 317.16270822
• SMILES: C1CCCN([C@H]1/C=C/C(=O)OCC)C(=O)OCc1ccccc1
• Canonical SMILES: CCOC(=O)/C=C/[C@H]1CCCCN1C(=O)OCc1ccccc1
• InChI: InChI=1S/C18H23NO4/c1-2-22-17(20)12-11-16-10-6-7-13-19(16)18(21)23-14-15-8-4-3-5-9-15/h3-5,8-9,11-12,16H,2,6-7,10,13-14H2,1H3/b12-11+/t16-/m1/s1
• InChIKey: NVIYRNUTCODANF-LPQFERQCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl (2R)-2-[(1E)-3-ethoxy-3-oxoprop-1-en-1-yl]piperidine-1-carboxylate
• IUPAC Traditional name: benzyl (2R)-2-[(1E)-3-ethoxy-3-oxoprop-1-en-1-yl]piperidine-1-carboxylate
• Synonyms: [R-(E)]-2-(3-Ethoxy-3-oxo-1-propenyl)-1-piperidinecarboxylic Acid Phenylmethyl Ester; Ethyl N-Benzyloxycarbonyl-3-[(2R)-piperidinyl)]-2(E)-propenoate

Database IDs

• CAS Number: 160169-47-1
• PubChem SID: 162262560
• PubChem CID: 10925168

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.5643847
• LogD (pH = 7.4): 3.5643847
• Log P: 3.5643847
• Molar Refractivity: 88.3037 cm^3
• Polarizability: 34.123734 Å^3
• Polar Surface Area: 55.84 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White Solid

Safety Information

• Storage Condition: 00C

DETAILS

Toronto Research Chemicals - E900030

Intermediate for the synthesis of Lentiginosine.