benzyl (2R)-2-[(1R,2S)-3-ethoxy-1,2-dihydroxy-3-oxopropyl]piperidine-1-carboxylate

• ChemBase ID: 168427
• Molecular Formular: C18H25NO6
• Molecular Mass: 351.3942
• Monoisotopic Mass: 351.16818753
• SMILES: C1CCCN([C@H]1[C@H]([C@@H](C(=O)OCC)O)O)C(=O)OCc1ccccc1
• Canonical SMILES: CCOC(=O)[C@H]([C@@H]([C@H]1CCCCN1C(=O)OCc1ccccc1)O)O
• InChI: InChI=1S/C18H25NO6/c1-2-24-17(22)16(21)15(20)14-10-6-7-11-19(14)18(23)25-12-13-8-4-3-5-9-13/h3-5,8-9,14-16,20-21H,2,6-7,10-12H2,1H3/t14-,15-,16+/m1/s1
• InChIKey: JBZWZAYRGSPQQL-OAGGEKHMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl (2R)-2-[(1R,2S)-3-ethoxy-1,2-dihydroxy-3-oxopropyl]piperidine-1-carboxylate
• IUPAC Traditional name: benzyl (2R)-2-[(1R,2S)-3-ethoxy-1,2-dihydroxy-3-oxopropyl]piperidine-1-carboxylate
• Synonyms: [2R-[2R*(αR*,βS*)]]- α,β-Dihydroxy-1-[(phenylmethoxy)carbonyl]-2-piperidinepropanoic Acid Ethyl Ester; Ethyl N-Benzyloxycarbonyl-3-[(2R)-piperidinyl)]-(2R,3S)-dihydroxrpropanoate

Database IDs

• CAS Number: 160169-48-2
• PubChem SID: 162262559
• PubChem CID: 10915126

CALCULATED PROPERTIES

• Acid pKa: 11.690997
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.5431657
• LogD (pH = 7.4): 1.5431437
• Log P: 1.5431659
• Molar Refractivity: 89.9101 cm^3
• Polarizability: 35.665295 Å^3
• Polar Surface Area: 96.3 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

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

DETAILS

Toronto Research Chemicals - E900020

Intermediate for the synthesis of (-)-Lentiginosine.