tert-butyl 2-(2-hydroxyethyl)piperidine-1-carboxylate

• ChemBase ID: 118287
• Molecular Formular: C12H23NO3
• Molecular Mass: 229.31592
• Monoisotopic Mass: 229.1677936
• SMILES: C(=O)(N1C(CCO)CCCC1)OC(C)(C)C
• Canonical SMILES: OCCC1CCCCN1C(=O)OC(C)(C)C
• InChI: InChI=1S/C12H23NO3/c1-12(2,3)16-11(15)13-8-5-4-6-10(13)7-9-14/h10,14H,4-9H2,1-3H3
• InChIKey: LTVQOFUGXMVESU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl 2-(2-hydroxyethyl)piperidine-1-carboxylate
• IUPAC Traditional name: tert-butyl 2-(2-hydroxyethyl)piperidine-1-carboxylate
• Synonyms: tert-butyl 2-(2-hydroxyethyl)piperidine-1-carboxylate; 1-tert-Butoxycarbonyl-2-piperidineethanol; 2-(2-Hydroxyethyl)piperidine-1-carboxylic acid tert-butyl ester; N-Boc-2-(2-hydroxymethyl)piperidine; N-Boc-2-piperidineethanol; 2-(2-羟乙基)哌啶-1-羧酸叔丁酯; N-Boc-2-(2-羟甲基)哌啶; N-叔丁氧羰基-2-哌啶-2-基乙醇

Database IDs

• CAS Number: 118811-03-3
• MDL Number: MFCD03701252
• PubChem SID: 24884972; 162098457
• PubChem CID: 5103438

CALCULATED PROPERTIES

• Acid pKa: 15.923175
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.3703055
• LogD (pH = 7.4): 1.3703055
• Log P: 1.3703055
• Molar Refractivity: 62.6584 cm^3
• Polarizability: 24.640623 Å^3
• Polar Surface Area: 49.77 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 100-110 °C/0.3 mmHg
• Flash Point: >110 °C; >230 °F
• Density: 1.032 g/mL at 25 °C
• Refractive Index: n20/D 1.472
• Partition Coefficient: 2.079

Safety Information

• European Hazard Symbols: Toxic (T)
• UN Number: 2810
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25
• Safety Statements: 45
• GHS Pictograms: GHS06; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H319-H400
• GHS Precautionary statements: P273-P301 + P310-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2810 6.1/PG 3

Product Information

• Purity: 95+%; 97%
• Empirical Formula (Hill Notation): C12H23NO3

DETAILS

Sigma Aldrich - 668265

Packaging
5 g in glass bottle
Application
Reactant for synthesis of:
• Vasopressin1b receptor antagonists1
• CXCR4 antagonists as anti-HIV agents2
• Coumarin-based inhibitors of inducible nitric oxide synthase3
• Selective thrombin inhibitors4Reactant for:
• N-directed hydroboration for synthesis of amino alcohols5
• Enantioselective synthesis of sedamine and allosedamine6