(2S,4R)-1-[(9H-fluoren-9-ylmethoxy)carbonyl]-4-hydroxypyrrolidine-2-carboxylic acid

• ChemBase ID: 39142
• Molecular Formular: C20H19NO5
• Molecular Mass: 353.36856
• Monoisotopic Mass: 353.12632271
• SMILES: [C@@H]1(CN([C@@H](C1)C(=O)O)C(=O)OCC1c2c(c3c1cccc3)cccc2)O
• Canonical SMILES: O[C@H]1CN([C@@H](C1)C(=O)O)C(=O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C20H19NO5/c22-12-9-18(19(23)24)21(10-12)20(25)26-11-17-15-7-3-1-5-13(15)14-6-2-4-8-16(14)17/h1-8,12,17-18,22H,9-11H2,(H,23,24)/t12-,18+/m1/s1
• InChIKey: GOUUPUICWUFXPM-XIKOKIGWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4R)-1-[(9H-fluoren-9-ylmethoxy)carbonyl]-4-hydroxypyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S,4R)-1-[(9H-fluoren-9-ylmethoxy)carbonyl]-4-hydroxypyrrolidine-2-carboxylic acid
• Synonyms: Fmoc-L-4-hydroxyproline; Fmoc-Hyp-OH; Fmoc-(2S,4R)-(-)-4-hydroxypyrrolidine-2-carboxylic acid; Fmoc-Hyp-OH; trans-N-Fmoc-4-hydroxy-L-proline; N-Fmoc-trans-4-hydroxy-L-proline; Fmoc-L-4-羟基脯氨酸; 反式-N-Fmoc-4-羟基-L-脯氨酸

Database IDs

• CAS Number: 88050-17-3
• MDL Number: MFCD00151929
• Beilstein Number: 4574378
• PubChem SID: 161002449; 24871308
• PubChem CID: 2756109

CALCULATED PROPERTIES

• Acid pKa: 3.658763
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.33164647
• LogD (pH = 7.4): -1.1513342
• Log P: 2.170285
• Molar Refractivity: 93.5841 cm^3
• Polarizability: 37.572865 Å^3
• Polar Surface Area: 87.07 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 189-193 °C; 189-193°C
• Optical Rotation: [α]20/D -60±2°, c = 1% in methanol; -60 (c=1 in methanol)

Safety Information

• 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: ≥98.0% (sum of enantiomers, HPLC); 97%
• Empirical Formula (Hill Notation): C20H19NO5

DETAILS

Sigma Aldrich - 47686

Packaging
5 g in poly bottle