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

• ChemBase ID: 39476
• Molecular Formular: C11H19NO4
• Molecular Mass: 229.27286
• Monoisotopic Mass: 229.13140809
• SMILES: C1CN([C@@H](CC1)C(=O)O)C(=O)OC(C)(C)C
• Canonical SMILES: OC(=O)[C@@H]1CCCCN1C(=O)OC(C)(C)C
• InChI: InChI=1S/C11H19NO4/c1-11(2,3)16-10(15)12-7-5-4-6-8(12)9(13)14/h8H,4-7H2,1-3H3,(H,13,14)/t8-/m0/s1
• InChIKey: JQAOHGMPAAWWQO-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(tert-butoxy)carbonyl]piperidine-2-carboxylic acid
• IUPAC Traditional name: (2S)-1-(tert-butoxycarbonyl)piperidine-2-carboxylic acid
• Synonyms: (S)-(-)-1-(tert-Butoxycarbonyl)-2-piperidinecarboxylic acid; (S)-1-Boc-piperidine-2-carboxylic acid; N-Boc-L-pipecolinic acid; Boc-Pip-OH; Boc-(S)-(-)-piperidine-2-carboxylic acid; D-Pipecolinic acid, N-BOC protected; (2R)-1-(tert-Butoxycarbonyl)piperidine-2-carboxylic acid; (2R)-Piperidine-2-carboxylic acid, N-BOC protected; Boc-Pip-OH; N-Boc-L-pipecolinic acid; (2S)-1-[(tert-butoxy)carbonyl]piperidine-2-carboxylic acid; (S)-1-Boc-Piperidine-2-carboxylic acid; (S)-1-Boc-哌啶-2-羧酸; (S)-(-)-1-(叔丁氧羰基)-2-哌啶羧酸; N-Boc-L-哌啶-2-羧酸; N-Boc-L-哌啶-2-甲酸

Database IDs

• CAS Number: 26250-84-0; 28697-17-8
• MDL Number: MFCD00237380; MFCD00151904
• Beilstein Number: 3652038; 480024
• PubChem SID: 24849545; 161002783; 24873883
• PubChem CID: 688617

CALCULATED PROPERTIES

• Acid pKa: 4.048332
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.16748306
• LogD (pH = 7.4): -1.5000744
• Log P: 1.6306204
• Molar Refractivity: 57.6604 cm^3
• Polarizability: 22.755922 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 121-125°C; 122-126 °C; 122-126 °C(lit.); 124°C
• Optical Rotation: [α]20/D -46±2°, c = 1% in methanol; [α]23/D -63.2°, c = 1 in acetic acid; -46 (c=1 in methanol)
• Hydrophobicity(logP): 2.468

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥99.0% (HPLC); 95%; 98%; 98+%
• Grade: purum
• Optical Purity: ee: 98% (GLC)
• Empirical Formula (Hill Notation): C11H19NO4

DETAILS

Sigma Aldrich - 516368

Packaging
5, 25 g in glass bottle