(2R)-1-[(tert-butoxy)carbonyl]-2-(prop-2-yn-1-yl)pyrrolidine-2-carboxylic acid

• ChemBase ID: 141779
• Molecular Formular: C13H19NO4
• Molecular Mass: 253.29426
• Monoisotopic Mass: 253.13140809
• SMILES: CC(C)(C)OC(=O)N1CCC[C@@]1(CC#C)C(=O)O
• Canonical SMILES: C#CC[C@]1(CCCN1C(=O)OC(C)(C)C)C(=O)O
• InChI: InChI=1S/C13H19NO4/c1-5-7-13(10(15)16)8-6-9-14(13)11(17)18-12(2,3)4/h1H,6-9H2,2-4H3,(H,15,16)/t13-/m0/s1
• InChIKey: NZGJCBRBXVANRO-ZDUSSCGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-1-[(tert-butoxy)carbonyl]-2-(prop-2-yn-1-yl)pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2R)-1-(tert-butoxycarbonyl)-2-(prop-2-yn-1-yl)pyrrolidine-2-carboxylic acid
• Synonyms: Boc-α-(2-propargyl)-L-proline; Boc-α-(2-propynyl)-Pro-OH; (R)-1-tert-Butoxycarbonyl-2-(2-propynyl)pyrrolidine-2-carboxylic acid; Boc-α-(2-propynyl)-L-proline; (R)-N-Boc-2-(2-propynyl)pyrrolidine-2-carboxylic acid; N-Boc-2-(2-propynyl)-L-proline; (R)-1-叔丁氧羰基-2-(2-丙炔基)吡咯烷-2-羧酸; Boc-α-(2-丙炔基)-L-脯氨酸; N-Boc-(R)-2-(1-丙炔基)-DL-脯氨酸

Database IDs

• CAS Number: 959578-39-3
• MDL Number: MFCD16660845; MFCD06659240
• PubChem SID: 162236013
• PubChem CID: 2761961

CALCULATED PROPERTIES

• Acid pKa: 3.8758738
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.14979608
• LogD (pH = 7.4): -1.4471347
• Log P: 1.7787539
• Molar Refractivity: 65.3593 cm^3
• Polarizability: 25.32905 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 113-115°C
• Optical Rotation: [α]/D +97±2°, c = 1% in ethanol; +88 (c=1 in ethanol)

Safety Information

• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥96.5% (TLC); 95%; 97%
• Empirical Formula (Hill Notation): C13H19NO4

DETAILS

Sigma Aldrich - 711985

Packaging
100 mg in glass bottle