(2S)-1-[(tert-butoxy)carbonyl]-2-[(4-fluorophenyl)methyl]pyrrolidine-2-carboxylic acid

• ChemBase ID: 142517
• Molecular Formular: C17H22FNO4
• Molecular Mass: 323.3592832
• Monoisotopic Mass: 323.15328641
• SMILES: CC(C)(C)OC(=O)N1CCC[C@]1(Cc1ccc(cc1)F)C(=O)O
• Canonical SMILES: Fc1ccc(cc1)C[C@@]1(CCCN1C(=O)OC(C)(C)C)C(=O)O
• InChI: InChI=1S/C17H22FNO4/c1-16(2,3)23-15(22)19-10-4-9-17(19,14(20)21)11-12-5-7-13(18)8-6-12/h5-8H,4,9-11H2,1-3H3,(H,20,21)/t17-/m0/s1
• InChIKey: AWTXCFLBYUGCEW-KRWDZBQOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(tert-butoxy)carbonyl]-2-[(4-fluorophenyl)methyl]pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S)-1-(tert-butoxycarbonyl)-2-[(4-fluorophenyl)methyl]pyrrolidine-2-carboxylic acid
• Synonyms: (S)-1-Boc-2-(4-fluorobenzyl)-2-pyrrolidinecarboxylic acid; Boc-α-(4-fluorobenzyl)-D-proline; Boc-(S)-α-(4-fluorobenzyl)-Pro-OH; (S)-N-Boc-2-(4-fluorobenzyl)pyrrolidine-2-carboxylic acid; N-Boc-2-(4-fluorobenzyl)-D-proline; (S)-1-Boc-2-(4-氟苄基)-吡咯烷-2-羧酸; Boc-α-(4-氟苄基)-D-脯氨酸; Boc-(S)-α-(4-氟苄基)-Pro-OH; (S)-N-Boc-1-(4-氟苄基)-DL-脯氨酸

Database IDs

• CAS Number: 706806-65-7
• MDL Number: MFCD06797545
• PubChem SID: 24848946; 162236746
• PubChem CID: 6950511

CALCULATED PROPERTIES

• Acid pKa: 3.8952837
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.8076043
• LogD (pH = 7.4): 0.20182434
• Log P: 3.4178457
• Molar Refractivity: 82.6081 cm^3
• Polarizability: 32.006924 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 190-192°C
• Optical Rotation: -130 (c=1 in ethanol)

Safety Information

• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• Safety Statements: 36
• TSCA Listed: 否
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H301; H302
• GHS Precautionary statements: P264-P270-P301+P310-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: ≥98.0% (HPLC); 95%
• Empirical Formula (Hill Notation): C17H22FNO4

DETAILS

Sigma Aldrich - 14931

Packaging
500 mg in poly bottle