tert-butyl pyrrolidine-1-carboxylate

• ChemBase ID: 67267
• Molecular Formular: C9H17NO2
• Molecular Mass: 171.23678
• Monoisotopic Mass: 171.12592879
• SMILES: N1(CCCC1)C(=O)OC(C)(C)C
• Canonical SMILES: O=C(N1CCCC1)OC(C)(C)C
• InChI: InChI=1S/C9H17NO2/c1-9(2,3)12-8(11)10-6-4-5-7-10/h4-7H2,1-3H3
• InChIKey: LPQZERIRKRYGGM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl pyrrolidine-1-carboxylate
• IUPAC Traditional name: tert-butyl pyrrolidine-1-carboxylate
• Synonyms: tert-Butyl pyrrolidine-1-carboxylate; 1-(tert-Butoxycarbonyl)pyrrolidine; Pyrrolidine, N-BOC protected 97%; tert-Butyl pyrrolidine-1-carboxylate; tert-Butyl 1-pyrrolidinecarboxylate; N-Boc-pyrrolidine; 1-Boc-Pyrrolidine; 1-Pyrrolidinecarboxylic Acid 1,1-Dimethylethyl Ester; N-tert-Butoxycarbonylpyrrolidine; NT 0186; N-Boc-pyrrolidine; 1-Boc-3-Hydropyrrolidine; 1-Boc-pyrrolidine; 1-吡咯烷甲酸叔丁酯; 1-Boc-四氢吡咯; 1-Boc-吡咯烷

Database IDs

• CAS Number: 86953-79-9; 103057-44-9
• MDL Number: MFCD00216581
• Beilstein Number: 4664750
• PubChem SID: 162033003; 24866734
• PubChem CID: 643455

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.4961121
• LogD (pH = 7.4): 1.4961121
• Log P: 1.4961121
• Molar Refractivity: 47.2295 cm^3
• Polarizability: 18.488184 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Clear Colorless Oil
• Boiling Point: 130°C/20mm; 80 °C/0.2 mmHg(lit.); 80°C/0.2mm
• Flash Point: 186.8 °F; 86 °C; 86°C; 86°C(186°F)
• Density: 0.977; 0.977 g/mL at 25 °C(lit.)
• Refractive Index: 1.449; 1.4490; n20/D 1.449(lit.)

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: IRRITANT; Irritant/Keep Cold
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H227; H315-H319-H335
• GHS Precautionary statements: P210-P280-P370+P378A-P403+P235-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: 95+%; 97%; 98%
• Empirical Formula (Hill Notation): C9H17NO2

DETAILS

Sigma Aldrich - 427055

Packaging
2, 10 g in glass bottle

Toronto Research Chemicals - B665850

N-Boc-pyrrolidine is a boc-protected cyclic amine used as a building block in the preparation of diastereomers by usually undergoing α'-lithiations and electrophilic substitution reactions.

REFERENCES

• Beak, P. et al.: J. Org. Chem., 58, 1109 (1993)