tert-butyl (2S)-2-cyanopyrrolidine-1-carboxylate

• ChemBase ID: 89119
• Molecular Formular: C10H16N2O2
• Molecular Mass: 196.24624
• Monoisotopic Mass: 196.12117776
• SMILES: N1(CCC[C@H]1C#N)C(=O)OC(C)(C)C
• Canonical SMILES: N#C[C@@H]1CCCN1C(=O)OC(C)(C)C
• InChI: InChI=1S/C10H16N2O2/c1-10(2,3)14-9(13)12-6-4-5-8(12)7-11/h8H,4-6H2,1-3H3/t8-/m0/s1
• InChIKey: MDMSZBHMBCNYNO-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl (2S)-2-cyanopyrrolidine-1-carboxylate
• IUPAC Traditional name: tert-butyl (2S)-2-cyanopyrrolidine-1-carboxylate
• Synonyms: (S)-N-BOC-2-Pyrrolidinonitrile; (2S)-2-Cyanopyrrolidine, N-BOC protected; (S)-(-)-1-Boc-2-pyrrolidinecarbonitrile; (S)-tert-Butyl 2-cyanopyrrolidine-1-carboxylate; (S)-1-BOC-2-CYANOPYRROLIDINE; (R)-(+)-1-Boc-pyrrolidine-2-carbonitrile; (R)-(+)-1-Boc-2-cyanopyrrolidine; (S)-(-)-1-Boc-2-吡咯烷甲腈

Database IDs

• CAS Number: 228244-20-0; 228244-04-0; 144688-70-0
• MDL Number: MFCD01861224; MFCD06411382
• PubChem SID: 162076003; 24878582
• PubChem CID: 6951263

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.2440006
• LogD (pH = 7.4): 1.2440006
• Log P: 1.2440006
• Molar Refractivity: 52.0387 cm^3
• Polarizability: 20.195545 Å^3
• Polar Surface Area: 53.33 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 32-37°C; 33-36 °C(lit.)
• Flash Point: 110 °C; 230 °F
• Optical Rotation: [α]20/D -105.5°, c = 1 in chloroform; +105 (c=1 in chloroform)

Safety Information

• Storage Warning: Irritant; Moisture & Light Sensitive
• European Hazard Symbols: X
• German water hazard class: 3
• Risk Statements: 22-36/37/38-43
• Safety Statements: 24-26-37-60
• TSCA Listed: 否
• GHS Pictograms: GHS06
• GHS Hazard statements: H301-H315-H319-H317-H335
• GHS Precautionary statements: P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)

Product Information

• Purity: 95+%; 97%; 98%
• Empirical Formula (Hill Notation): C10H16N2O2

DETAILS

Sigma Aldrich - 542091

Application
Used in synthesis of prolyl oligopeptidase inhibitors.1
Packaging
500 mg in glass bottle