(2S)-1-[(tert-butoxy)carbonyl]-4-methylidenepyrrolidine-2-carboxylic acid

• ChemBase ID: 143135
• Molecular Formular: C11H17NO4
• Molecular Mass: 227.25698
• Monoisotopic Mass: 227.11575803
• SMILES: CC(C)(C)OC(=O)N1CC(=C)C[C@H]1C(=O)O
• Canonical SMILES: O=C(N1CC(=C)C[C@H]1C(=O)O)OC(C)(C)C
• InChI: InChI=1S/C11H17NO4/c1-7-5-8(9(13)14)12(6-7)10(15)16-11(2,3)4/h8H,1,5-6H2,2-4H3,(H,13,14)/t8-/m0/s1
• InChIKey: ULLGRIBXGPATMA-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(tert-butoxy)carbonyl]-4-methylidenepyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S)-1-(tert-butoxycarbonyl)-4-methylidenepyrrolidine-2-carboxylic acid
• Synonyms: N-Boc-4-methylene-L-proline; (S)-1-(tert-Butoxycarbonyl)-4-Methylenepyrrolidine-2-carboxylic acid; (S)-4-Methylenepyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester; 1-Boc-(S)-4-Methylenepyrrolidine-2-carboxylic acid; N-Boc-4-亚甲基-L-脯氨酸

Database IDs

• CAS Number: 84348-38-9
• MDL Number: MFCD01861787
• PubChem SID: 162237357
• PubChem CID: 21727417

CALCULATED PROPERTIES

• Acid pKa: 3.9934878
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.2344026
• LogD (pH = 7.4): -1.8814609
• Log P: 1.2813324
• Molar Refractivity: 57.2315 cm^3
• Polarizability: 22.50623 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 110-114°C; 110-115 °C
• Optical Rotation: [α]22/D -58°, c = 0.5 in chloroform

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C11H17NO4

DETAILS

Sigma Aldrich - 717045

Packaging
500 mg in glass bottle