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

• ChemBase ID: 39473
• 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-/m1/s1
• InChIKey: JQAOHGMPAAWWQO-MRVPVSSYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 26250-84-0; 28697-17-8
• MDL Number: MFCD00151904; MFCD00237380
• Beilstein Number: 480023
• PubChem SID: 161002780; 24873882
• PubChem CID: 688618

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

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 116-119 °C(lit.); 116-119°C; 123-125°C
• Optical Rotation: [α]23/D 63.5±3°, c = 1 in acetic acid; +68 , (c=1 in acetic acid)
• Hydrophobicity(logP): 2.468

Safety Information

• Storage Condition: Refrigerator
• 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: 95%; 95+%; 98%
• Optical Purity: ee: 98% (GLC)
• Empirical Formula (Hill Notation): C11H19NO4

DETAILS

Sigma Aldrich - 516341

Packaging
5 g in glass bottle

Toronto Research Chemicals - B661950

An N-substituted derivative of Pipecolinic Acid useful in modulating ion channel activity.