benzyl (2S,3S)-3-hydroxy-2-(prop-2-en-1-yl)piperidine-1-carboxylate

• ChemBase ID: 161388
• Molecular Formular: C16H21NO3
• Molecular Mass: 275.34284
• Monoisotopic Mass: 275.15214354
• SMILES: C1CC[C@@H]([C@@H](N1C(=O)OCc1ccccc1)CC=C)O
• Canonical SMILES: C=CC[C@H]1[C@@H](O)CCCN1C(=O)OCc1ccccc1
• InChI: InChI=1S/C16H21NO3/c1-2-7-14-15(18)10-6-11-17(14)16(19)20-12-13-8-4-3-5-9-13/h2-5,8-9,14-15,18H,1,6-7,10-12H2/t14-,15-/m0/s1
• InChIKey: UFIGRANCXYGHPY-GJZGRUSLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl (2S,3S)-3-hydroxy-2-(prop-2-en-1-yl)piperidine-1-carboxylate
• IUPAC Traditional name: benzyl (2S,3S)-3-hydroxy-2-(prop-2-en-1-yl)piperidine-1-carboxylate
• Synonyms: (2R,3R)-rel-3-Hydroxy-2-(2-propenyl)-1-piperidinecarboxylic Acid Phenylmethyl Ester; (2S*,3S*)-Benzyl 2-Allyl-3-hydroxy-1-piperidinecarboxylate

Database IDs

• CAS Number: 244056-94-8
• PubChem SID: 162255523
• PubChem CID: 10612447

CALCULATED PROPERTIES

• Acid pKa: 14.561774
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.6159687
• LogD (pH = 7.4): 2.6159687
• Log P: 2.6159687
• Molar Refractivity: 77.5869 cm^3
• Polarizability: 30.288113 Å^3
• Polar Surface Area: 49.77 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Colourless Oil