1-[(9H-fluoren-9-ylmethoxy)carbonyl]piperidine-2-carboxylic acid

• ChemBase ID: 39491
• Molecular Formular: C21H21NO4
• Molecular Mass: 351.39574
• Monoisotopic Mass: 351.14705816
• SMILES: C1CN(C(CC1)C(=O)O)C(=O)OCC1c2c(c3c1cccc3)cccc2
• Canonical SMILES: OC(=O)C1CCCCN1C(=O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C21H21NO4/c23-20(24)19-11-5-6-12-22(19)21(25)26-13-18-16-9-3-1-7-14(16)15-8-2-4-10-17(15)18/h1-4,7-10,18-19H,5-6,11-13H2,(H,23,24)
• InChIKey: CKLAZLINARHOTG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(9H-fluoren-9-ylmethoxy)carbonyl]piperidine-2-carboxylic acid
• IUPAC Traditional name: 1-[(9H-fluoren-9-ylmethoxy)carbonyl]piperidine-2-carboxylic acid
• Synonyms: Fmoc-(RS)-piperidine-2-carboxylic acid; (±)-1-Fmoc-piperidine-2-carboxylic acid; Fmoc-DL-Pip-OH; N-Fmoc-DL-pipecolic acid; 1,2-Piperidinedicarboxylic acid, 1-(9H-fluoren-9-ylmethyl) ester; Fmoc-DL-pipecolic acid; N-Fmoc-piperidine-2-carboxylic acid; Fmoc-DL-哌啶甲酸; N-Fmoc-哌啶-2-甲酸

Database IDs

• CAS Number: 105751-19-7
• MDL Number: MFCD01823265
• PubChem SID: 161002798
• PubChem CID: 3790985

CALCULATED PROPERTIES

• Acid pKa: 3.8114028
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.0713682
• LogD (pH = 7.4): 0.5054425
• Log P: 3.7625513
• Molar Refractivity: 96.8672 cm^3
• Polarizability: 38.790695 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 113-120 °C; 113-121°C

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Nature polluting (N); Irritant (Xi)
• UN Number: 3077; UN3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3; III
• Risk Statements: 36/37/38-50/53; 50/53
• Safety Statements: 26-37-57-60; 60-61
• TSCA Listed: false; 否
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335-H400-H410; H400
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501; P273
• RID/ADR: UN 3077 9/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: 96+%; 97%
• Empirical Formula (Hill Notation): C21H21NO4

DETAILS

Sigma Aldrich - 706477

Packaging
1, 5 g in glass bottle
Application
Reactant for racemic solid-phase preparation of human protease activated receptor 2 agonists and antagonists1Analyte for urea-linked cinchona-calexarene hybrid type receptors for chromatographic enantiomer separation of carbamate-protected amino acids2Combinatorial reactant for assembly of alkylglycine library arrays by SPOT technique on cellulose membranes for identification of micromolar ligands for monoclonal antibodies3