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

• ChemBase ID: 152145
• Molecular Formular: C20H19NO4
• Molecular Mass: 337.36916
• Monoisotopic Mass: 337.13140809
• SMILES: c1ccc2c(c1)c1ccccc1C2COC(=O)N1CCC[C@@H]1C(=O)O
• 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-/m1/s1
• InChIKey: ZPGDWQNBZYOZTI-GOSISDBHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-1-[(9H-fluoren-9-ylmethoxy)carbonyl]pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2R)-1-[(9H-fluoren-9-ylmethoxy)carbonyl]pyrrolidine-2-carboxylic acid
• Synonyms: Fmoc-D-proline; Fmoc-D-Pro-OH; N-(9-Fluorenylmethoxy)carbonyl-D-proline; Fmoc-D-Pro-OH; N-Fmoc-D-proline; Fmoc-D-脯氨酸; N-Fmoc-D-脯氨酸

Database IDs

• CAS Number: 101555-62-8
• MDL Number: MFCD00077067
• Beilstein Number: 5856698
• PubChem SID: 24871111; 162246290
• PubChem CID: 688136

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: 110-116°C
• Optical Rotation: [α]/D +31.0±3.0°, c = 1 in DMF

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: ≥98.0%; 98+%, may cont. up to ca 5% water
• Empirical Formula (Hill Notation): C20H19NO4

DETAILS

Sigma Aldrich - 47532

Packaging
5 g in poly bottle