(2S)-1-[(9H-fluoren-9-ylmethoxy)carbonyl]pyrrolidine-2-carboxylic acid

• ChemBase ID: 70004
• Molecular Formular: C20H19NO4
• Molecular Mass: 337.36916
• Monoisotopic Mass: 337.13140809
• SMILES: N1([C@@H](CCC1)C(=O)O)C(=O)OCC1c2ccccc2c2ccccc12
• Canonical SMILES: OC(=O)[C@@H]1CCCN1C(=O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C20H19NO4/c22-19(23)18-10-5-11-21(18)20(24)25-12-17-15-8-3-1-6-13(15)14-7-2-4-9-16(14)17/h1-4,6-9,17-18H,5,10-12H2,(H,22,23)/t18-/m0/s1
• InChIKey: ZPGDWQNBZYOZTI-SFHVURJKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(9H-fluoren-9-ylmethoxy)carbonyl]pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S)-1-[(9H-fluoren-9-ylmethoxy)carbonyl]pyrrolidine-2-carboxylic acid
• Synonyms: N-Fmoc-L-proline; (2S)-1-[(9H-fluoren-9-ylmethoxy)carbonyl]pyrrolidine-2-carboxylic acid; Fmoc-Pro-OH; Fmoc-L-proline; Fmoc-Pro-OH; Fmoc-Pro-OH; N-(9-Fluorenylmethoxycarbonyl)-L-proline; N-α-FMOC-L-PROLINE; N-Fmoc-L-脯氨酸; N-(9-芴甲氧羰基)-L-脯氨酸; Fmoc-L-脯氨酸

Database IDs

• CAS Number: 71989-31-6
• EC Number: 276-259-0
• MDL Number: MFCD00037122
• Beilstein Number: 3596735
• PubChem SID: 162035729; 24871244; 24860537
• PubChem CID: 688135

CALCULATED PROPERTIES

• Acid pKa: 3.754516
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.5718478
• LogD (pH = 7.4): 0.03530121
• Log P: 3.3179827
• Molar Refractivity: 92.2662 cm^3
• Polarizability: 36.9484 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 113-117°C; 117-118 °C(lit.)
• Optical Rotation: [α]20/D -32±1°, c = 1% in DMF; [α]20/D -32°, c = 1 in DMF; -40 (c=1 in ethyl acetate)
• Hydrophobicity(logP): 4.193

Safety Information

• Storage Condition: 0°C
• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false; 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0% (HPLC); 95%; 95+%; 97%; 98%
• Impurities: ≤3% ethyl acetate
• Empirical Formula (Hill Notation): C20H19NO4

DETAILS

Sigma Aldrich - 47636

Packaging
5, 50 g in glass bottle