(2S)-1-[(benzyloxy)carbonyl]piperidine-2-carboxylic acid

• ChemBase ID: 145849
• Molecular Formular: C14H17NO4
• Molecular Mass: 263.28908
• Monoisotopic Mass: 263.11575803
• SMILES: c1ccc(cc1)COC(=O)N1CCCC[C@H]1C(=O)O
• Canonical SMILES: OC(=O)[C@@H]1CCCCN1C(=O)OCc1ccccc1
• InChI: InChI=1S/C14H17NO4/c16-13(17)12-8-4-5-9-15(12)14(18)19-10-11-6-2-1-3-7-11/h1-3,6-7,12H,4-5,8-10H2,(H,16,17)/t12-/m0/s1
• InChIKey: ZSAIHAKADPJIGN-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(benzyloxy)carbonyl]piperidine-2-carboxylic acid
• IUPAC Traditional name: (2S)-1-[(benzyloxy)carbonyl]piperidine-2-carboxylic acid
• Synonyms: (S)-(-)-1-Cbz-2-piperidinecarboxylic acid; (S)-1-N-Cbz-Pipecolinic acid; (S)-(-)-1-Cbz-2-哌啶甲酸

Database IDs

• CAS Number: 28697-11-2
• MDL Number: MFCD01863645
• PubChem SID: 162240050; 24873290
• PubChem CID: 688345

CALCULATED PROPERTIES

• Acid pKa: 3.838395
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.63601214
• LogD (pH = 7.4): -0.94319445
• Log P: 2.3011339
• Molar Refractivity: 68.4674 cm^3
• Polarizability: 26.778088 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 111-115 °C(lit.)
• Optical Rotation: [α]22/D -59°, c = 2 in acetic acid

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95+%; 97%
• Empirical Formula (Hill Notation): C14H17NO4

DETAILS

Sigma Aldrich - 499587

Packaging
1, 5 g in glass bottle