(2S,4R)-1-[(tert-butoxy)carbonyl]-4-(prop-2-yn-1-yl)pyrrolidine-2-carboxylic acid

• ChemBase ID: 141780
• Molecular Formular: C13H19NO4
• Molecular Mass: 253.29426
• Monoisotopic Mass: 253.13140809
• SMILES: CC(C)(C)OC(=O)N1C[C@@H](C[C@H]1C(=O)O)CC#C
• Canonical SMILES: C#CC[C@@H]1C[C@H](N(C1)C(=O)OC(C)(C)C)C(=O)O
• InChI: InChI=1S/C13H19NO4/c1-5-6-9-7-10(11(15)16)14(8-9)12(17)18-13(2,3)4/h1,9-10H,6-8H2,2-4H3,(H,15,16)/t9-,10+/m1/s1
• InChIKey: DMBBSZBBZZUEMF-ZJUUUORDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4R)-1-[(tert-butoxy)carbonyl]-4-(prop-2-yn-1-yl)pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S,4R)-1-(tert-butoxycarbonyl)-4-(prop-2-yn-1-yl)pyrrolidine-2-carboxylic acid
• Synonyms: Boc-(R)-4-propargyl-L-proline; Boc-(R)-4-(2-propynyl)-L-proline; trans-N-Boc-4-(2-propynyl)-L-proline; Boc-(R)-4-(2-丙炔基)-L-脯氨酸; 反式-N-Boc-4-(2-丙炔基)-L-脯氨酸

Database IDs

• CAS Number: 959581-98-7
• MDL Number: MFCD16658829; MFCD06659253
• PubChem SID: 162236014
• PubChem CID: 2762091

CALCULATED PROPERTIES

• Acid pKa: 3.9420795
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.06784345
• LogD (pH = 7.4): -1.5583366
• Log P: 1.633007
• Molar Refractivity: 65.1946 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

• Optical Rotation: [α]/D -34.0±2°, 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%; ≥96.0% (TLC); 95%
• Empirical Formula (Hill Notation): C13H19NO4

DETAILS

Sigma Aldrich - 711977

Packaging
100 mg in glass bottle