tert-butyl 4-(aminomethyl)piperidine-1-carboxylate

• ChemBase ID: 34839
• Molecular Formular: C11H22N2O2
• Molecular Mass: 214.30458
• Monoisotopic Mass: 214.16812795
• SMILES: C(=O)(N1CCC(CC1)CN)OC(C)(C)C
• Canonical SMILES: NCC1CCN(CC1)C(=O)OC(C)(C)C
• InChI: InChI=1S/C11H22N2O2/c1-11(2,3)15-10(14)13-6-4-9(8-12)5-7-13/h9H,4-8,12H2,1-3H3
• InChIKey: KLKBCNDBOVRQIJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl 4-(aminomethyl)piperidine-1-carboxylate
• IUPAC Traditional name: tert-butyl 4-(aminomethyl)piperidine-1-carboxylate
• Synonyms: 1-Boc-4-(Aminomethyl)piperidine; 1-tert-Butoxycarbonyl-4-aminomethylpiperidine; 1-tert-Butoxycarbonyl-4-piperidinemethanamine; 4-(Aminomethyl)-N-boc-piperidine; 4-Aminomethyl-1-N-(tert-butoxycarbonyl)piperidine; 4-Aminomethyl-1-piperidinecarboxylic acid tert-Butyl Ester; 4-Aminomethyl-N-tert-butyloxycarbonylpiperidine; 4-Aminomethylpiperidine-1-carboxylic Acid 1,1-Dimethylethyl Ester; 4-Aminomethylpiperidine-1-carboxylic Acid tert-Butyl Ester; [(1-(tert-Butoxycarbonyl)piperidin-4-yl)methyl]amine; tert-Butyl 4-Aminomethylpiperidine-1-carboxylate; N-Boc-4-(aminomethyl)piperidine; tert-butyl 4-(aminomethyl)tetrahydropyridine-1(2H)-carboxylate; 4-(Aminomethyl)-1-(tert-butoxycarbonyl)piperidine; tert-Butyl 4-(aminomethyl)piperidine-1-carboxylate; 4-(Aminomethyl)piperidine, N1-BOC protected 97%; tert-Butyl 4-(aminomethyl)piperidine-1-carboxylate; 1,1-Dimethylethyl 4-(aminomethyl)-1-piperidinecarboxylate; N-(tert-Butoxycarbonyl)-4-aminomethylpiperidine; 1-Boc-4-(aminomethyl)piperidine; 1-Boc-4-(aminomethyl)piperidine; 1-Boc-4-piperidylmethylamine; 4-(Aminomethyl)-1-Boc-piperidine; 4-Aminomethyl-1-Boc-piperidine; 4-Aminomethyl-piperidine-1-carboxylic acid tert-butyl ester; 1-Boc-4-(氨基甲基)哌啶; 1-BOC-4-氨甲基哌啶; 1-叔丁氧羰基-4-氨甲基哌啶; 4-(氨甲基)-1-叔丁氧羰基哌啶; 4-氨基甲基-1-Boc-哌啶

Database IDs

• CAS Number: 144222-22-0
• MDL Number: MFCD01076207
• Beilstein Number: 7424981
• PubChem SID: 24873343; 24883120; 160998146
• PubChem CID: 736817

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -2.2534723
• LogD (pH = 7.4): -1.6409833
• Log P: 0.7620931
• Molar Refractivity: 59.8883 cm^3
• Polarizability: 23.692034 Å^3
• Polar Surface Area: 55.56 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Low Melting Solid
• Boiling Point: 237-238 °C(lit.); 237-238°C/760mm; 237-238°C
• Flash Point: >110 °C; >110°C; >110°C(230°F); >230 °F
• Density: 1.013; 1.013 g/mL at 25 °C(lit.)
• Refractive Index: 1.4730; n20/D 1.473(lit.)
• Hydrophobicity(logP): 1.5

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere
• Storage Warning: Harmful/Irritant/Corrosive/Air Sensitive/Store under Argon; IRRITANT
• European Hazard Symbols: Nature polluting (N); Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38; 36/37/38-50
• Safety Statements: 26; 26-36-61; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335; H315-H319-H335-H400
• GHS Precautionary statements: P261-P273-P305 + P351 + P338; P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥98.0% (TLC); 90%; 95%; 97%
• Grade: purum
• Empirical Formula (Hill Notation): C11H22N2O2

DETAILS

Sigma Aldrich - 641472

Packaging
5, 25 g in glass bottle
Application
Precursor in the preparation of a variety of different protein agonists or antagonists including:
• Kinesin spindle protein inhibitors with potential anticancer activity1
• Orphan G-protein coupled receptor GPR119 agonist with antidiabetic potential2
• Pim-1 inhibitors3
• Aspartic acid protease inhibitors4Reactant involved in enantioselective synthesis of N-alkyl terminal aziridines5

Toronto Research Chemicals - B620970

N-Boc-4-(aminomethyl)piperidine is a protected 4-substituted piperidinecarboxylate used in the preparation of orally active platelet-activating factor antagonists as well as other biologically active compounds.

REFERENCES

• Carceller, E. et al.: J. Med. Chem., 39, 487 (1996)