(2R,3R)-2,3-dihydroxybutanedioic acid ethyl (3R)-piperidine-3-carboxylate

• ChemBase ID: 151393
• Molecular Formular: C12H21NO8
• Molecular Mass: 307.29704
• Monoisotopic Mass: 307.12671664
• SMILES: CCOC(=O)[C@@H]1CCCNC1.[C@@H]([C@H](C(=O)O)O)(C(=O)O)O
• Canonical SMILES: OC(=O)[C@@H]([C@H](C(=O)O)O)O.CCOC(=O)[C@@H]1CCCNC1
• InChI: InChI=1S/C8H15NO2.C4H6O6/c1-2-11-8(10)7-4-3-5-9-6-7;5-1(3(7)8)2(6)4(9)10/h7,9H,2-6H2,1H3;1-2,5-6H,(H,7,8)(H,9,10)/t7-;1-,2-/m11/s1
• InChIKey: HHPGQKZOPPDLNH-NWAAXCJESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R)-2,3-dihydroxybutanedioic acid ethyl (3R)-piperidine-3-carboxylate
• IUPAC Traditional name: L(+)-tartaric acid ethyl (3R)-piperidine-3-carboxylate
• Synonyms: Ethyl (R)-nipecotate, L-tartrate; Ethyl (R)-nipecotate-L-tartrate; (R)-3-哌啶甲酸乙酯-L-酒石酸盐

Database IDs

• CAS Number: 167392-57-6
• MDL Number: MFCD00799538
• PubChem SID: 24870820; 162245547
• PubChem CID: 14183616

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -2.586615
• LogD (pH = 7.4): -1.3031387
• Log P: 0.53884166
• Molar Refractivity: 42.439 cm^3
• Polarizability: 17.03371 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 157-159 °C(lit.)
• Optical Rotation: [α]20/D +10°, c = 5 in H2O

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H319
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%; 98%
• Empirical Formula (Hill Notation): C12H21NO8

DETAILS

Sigma Aldrich - 472719

Packaging
1, 10 g in glass bottle