benzyl (2R,3S)-3-{[(benzyloxy)carbonyl]oxy}-2-(2-oxopropyl)piperidine-1-carboxylate

• ChemBase ID: 162177
• Molecular Formular: C24H27NO6
• Molecular Mass: 425.47428
• Monoisotopic Mass: 425.18383759
• SMILES: [C@H]1([C@H](N(CCC1)C(=O)OCc1ccccc1)CC(=O)C)OC(=O)OCc1ccccc1
• Canonical SMILES: CC(=O)C[C@@H]1[C@H](CCCN1C(=O)OCc1ccccc1)OC(=O)OCc1ccccc1
• InChI: InChI=1S/C24H27NO6/c1-18(26)15-21-22(31-24(28)30-17-20-11-6-3-7-12-20)13-8-14-25(21)23(27)29-16-19-9-4-2-5-10-19/h2-7,9-12,21-22H,8,13-17H2,1H3/t21-,22+/m1/s1
• InChIKey: LFKLNTHVFMHRLV-YADHBBJMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl (2R,3S)-3-{[(benzyloxy)carbonyl]oxy}-2-(2-oxopropyl)piperidine-1-carboxylate
• IUPAC Traditional name: benzyl (2R,3S)-3-{[(benzyloxy)carbonyl]oxy}-2-(2-oxopropyl)piperidine-1-carboxylate
• Synonyms: (2R,3S)-rel-2-(2-Oxopropyl)-3-[[(phenylmethoxy)carbonyl]oxy]-1-piperidinecarboxylic Acid Phenylmethyl Ester; (2R,3S)-rel-2-(2-Oxopropyl)-3-[[(phenylmethoxy)carbonyl]oxy]-1-piperidinecarboxylic Acid Benzyl Ester; trans-N,O-Bis(benzyloxycarbonyl) 3-Hydroxy-2-(2-oxopropyl)piperidine

Database IDs

• CAS Number: 1091605-46-7
• PubChem SID: 162256312
• PubChem CID: 71314031

CALCULATED PROPERTIES

• Acid pKa: 18.034334
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 4.425569
• LogD (pH = 7.4): 4.425569
• Log P: 4.425569
• Molar Refractivity: 113.392 cm^3
• Polarizability: 44.735 Å^3
• Polar Surface Area: 82.14 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform,

DETAILS

Toronto Research Chemicals - B410880

Intermediate in the preparation of Halofuginone.