tert-butyl 4-formylpiperidine-1-carboxylate

• ChemBase ID: 63312
• Molecular Formular: C11H19NO3
• Molecular Mass: 213.27346
• Monoisotopic Mass: 213.13649347
• SMILES: N1(CCC(C=O)CC1)C(=O)OC(C)(C)C
• Canonical SMILES: O=CC1CCN(CC1)C(=O)OC(C)(C)C
• InChI: InChI=1S/C11H19NO3/c1-11(2,3)15-10(14)12-6-4-9(8-13)5-7-12/h8-9H,4-7H2,1-3H3
• InChIKey: JYUQEWCJWDGCRX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl 4-formylpiperidine-1-carboxylate
• IUPAC Traditional name: tert-butyl 4-formylpiperidine-1-carboxylate
• Synonyms: 4-Formyl-1-piperidinecarboxylic Acid 1,1-Dimethylethyl Ester; 1,1-Dimethylethyl 4-Formyl-1-piperidinecarboxylate; 1-Boc-4-formylpiperidine; 1-Boc-4-piperidinecarboxaldehyde; 4-Formylpiperidine-1-carboxylic Acid tert-Butyl Ester; tert-Butyl 4-formyl-1-piperidinecarboxylate; tert-butyl 4-formylpiperidine-1-carboxylate; 1-BOC-4-PIPERIDINECARBOXALDEHYDE; 4-Formylcyclohexanecarboxylic acid tert-butyl ester; 1-Boc-piperidine-4-carboxaldehyde; tert-Butyl 4-formylpiperidine-1-carboxylate; 1-(tert-Butoxycarbonyl)-4-formylpiperidine; Piperidine-4-carboxaldehyde, N-BOC protected; 4-甲酰哌啶-1-羧酸叔丁酯; 1-Boc-哌啶-4-甲醛

Database IDs

• CAS Number: 137076-22-3
• MDL Number: MFCD02179019
• PubChem SID: 162029051
• PubChem CID: 1514430

CALCULATED PROPERTIES

• Acid pKa: 16.896152
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.004809
• LogD (pH = 7.4): 1.004809
• Log P: 1.004809
• Molar Refractivity: 57.145 cm^3
• Polarizability: 22.264418 Å^3
• Polar Surface Area: 46.61 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Clear Yellow Oil
• Melting Point: 34-40 °C; 34-40°C
• Flash Point: >110°C; 110 °C; 230 °F
• Hydrophobicity(logP): 1.321

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Air Sensitive; Harmful/Irritant/Air Sensitive/Light Sensitive/Moisture Sensitive/Store under Argon; IRRITANT
• European Hazard Symbols: Nature polluting (N); Irritant (Xi); Harmful (Xn)
• UN Number: 3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 22-36/37/38-50; 36/37/38
• Safety Statements: 26-37; 26-61
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• RID/ADR: UN 3077 9/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: >95%; 95%; 96%; 97%; 98%
• Empirical Formula (Hill Notation): C11H19NO3

DETAILS

Sigma Aldrich - 722022

Packaging
500 mg in glass bottle
Application
Reactant for synthesis of:
• Pim-1 inhibitors1
• Selective GPR119 agonists for type II diabetes2
• M-tropic (R5) HIV-1 replication inhibitors3
• HDAC inhibitors4
• Selective 5-HT6 antagonists5Reactant for three-component vinylogous Mannich reactions6

Toronto Research Chemicals - F700925

An intermediate for polycyclic indazole derivatives that are ERK inhibitors.

REFERENCES

• Orjales, A., et al.: J. Med. Chem., 46, 5512 (2003)
• Mariappan, P., et al.: J. Eur. Urology., 51, 67 (2003)
• Hughes, J., et al.: Bioorg. Med. Chem. Lett., 18, 4872 (2003)
• Kielbasa, W., et al.: Drug Metab. Dispos., 37, 137 (2003)