tert-butyl 4-cyanopiperidine-1-carboxylate

• ChemBase ID: 66557
• Molecular Formular: C11H18N2O2
• Molecular Mass: 210.27282
• Monoisotopic Mass: 210.13682783
• SMILES: N1(CCC(CC1)C#N)C(=O)OC(C)(C)C
• Canonical SMILES: N#CC1CCN(CC1)C(=O)OC(C)(C)C
• InChI: InChI=1S/C11H18N2O2/c1-11(2,3)15-10(14)13-6-4-9(8-12)5-7-13/h9H,4-7H2,1-3H3
• InChIKey: UQADQTBQNVARAP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl 4-cyanopiperidine-1-carboxylate
• IUPAC Traditional name: tert-butyl 4-cyanopiperidine-1-carboxylate
• Synonyms: N-Boc-4-cyanopiperidine; 1-Piperidinecarboxylic acid, 4-cyano-, 1,1-dimethylethyl ester; 1-(tert-Butoxycarbonyl)piperidine-4-carbonitrile; 4-Cyanopiperidine-1-carboxylic acid tert-butyl ester; N-tert-Butoxycarbonyl-4-cyanopiperidine; N-tert-Butoxycarbonyl-4-piperidinecarbonitrile; 1,1-Dimethylethyl 4-cyano-1-piperidinecarboxylate; 4-Cyano-1-piperidinecarboxylic acid 1,1-dimethylethyl ester; 1-Boc-4-cyanopiperidine; N-Boc-piperidine-4-carbonitrile; 1-Boc-4-Cyanopiperidine; tert-Butyl 4-cyanopiperidine-1-carboxylate; 4-Cyanopiperidine, N-BOC protected 97%; 1-Boc-piperidine-4-carbonitrile; 1-Boc-4-cyanopiperidine; tert-butyl 4-cyanopiperidine-1-carboxylate; 1-Boc-4-氰基哌啶; N-Boc-4-氰基哌啶; 1-Boc-4-氰哌啶,

Database IDs

• CAS Number: 91419-52-2
• MDL Number: MFCD01861223
• PubChem SID: 162032294
• PubChem CID: 1514443

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.2213742
• LogD (pH = 7.4): 1.2213742
• Log P: 1.2213742
• Molar Refractivity: 57.0497 cm^3
• Polarizability: 22.028181 Å^3
• Polar Surface Area: 53.33 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Yellowish Oil
• Melting Point: 45-48°C; 60-63 °C; 60-63°C
• Hydrophobicity(logP): 1.151

Safety Information

• Storage Warning: Harmful/Keep Cold/Store under Argon; IRRITANT
• European Hazard Symbols: Nature polluting (N); X; Harmful (Xn)
• UN Number: 3077; UN3439
• German water hazard class: 3
• Hazard Class: 6.1; 9
• Packing Group: 3; III
• Risk Statements: 20/21/22; 22-36-50
• Safety Statements: 26-61; 9-36/37
• TSCA Listed: false; 否
• GHS Pictograms: GHS06; GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H319-H400; H331-H302-H312
• GHS Precautionary statements: P261-P280-P302+P352-P321-P405-P501A; P273-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 3077 9/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: 95%; 95+%; 96%; 97%; 98%
• Empirical Formula (Hill Notation): C11H18N2O2

DETAILS

Sigma Aldrich - 696447

Packaging
1 g in glass bottle
Application
Reactant for synthesis of:
• Aminomethylated fluoropiperidines1
• Protein kinase B inhibitors2
• GlyT1 inhibitors3
• Piperidinecarboxylic acids via nitrilase-catalyzed enantioselective synthesis4Reactant for
• Replacement in CB2 receptor inhibitors5
• Double addition reactions of methyllithium and n-butyllithium to unsaturated nitriles6