(2S)-5-(tert-butoxy)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-5-oxopentanoic acid

• ChemBase ID: 103264
• Molecular Formular: C24H27NO6
• Molecular Mass: 425.47428
• Monoisotopic Mass: 425.18383759
• SMILES: CC(C)(C)OC(=O)CC[C@H](NC(=O)OCC1c2c(cccc2)c2c1cccc2)C(=O)O
• Canonical SMILES: O=C(N[C@H](C(=O)O)CCC(=O)OC(C)(C)C)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C24H27NO6/c1-24(2,3)31-21(26)13-12-20(22(27)28)25-23(29)30-14-19-17-10-6-4-8-15(17)16-9-5-7-11-18(16)19/h4-11,19-20H,12-14H2,1-3H3,(H,25,29)(H,27,28)/t20-/m0/s1
• InChIKey: OTKXCALUHMPIGM-FQEVSTJZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-5-(tert-butoxy)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-5-oxopentanoic acid
• IUPAC Traditional name: (2S)-5-(tert-butoxy)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-5-oxopentanoic acid
• Synonyms: Fmoc-Glu(OtBu)-OH; (2S)-5-(tert-butoxy)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-5-oxopentanoic acid; Fmoc-Glu(OtBu)-OH; Fmoc-L-glutamic acid 5-tert-butyl ester; N-α-FMOC-L-GLUTAMIC ACID-γ-t-BUTYL ESTER; 芴甲氧羰基-L-谷氨酸 5-叔丁酯

Database IDs

• CAS Number: 71989-18-9
• EC Number: 276-253-8
• MDL Number: MFCD00037135
• Beilstein Number: 3636375
• PubChem SID: 162090655; 24871227
• PubChem CID: 2724637

CALCULATED PROPERTIES

• Acid pKa: 3.800272
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.1900873
• LogD (pH = 7.4): 0.6297624
• Log P: 3.89202
• Molar Refractivity: 113.9422 cm^3
• Polarizability: 45.81322 Å^3
• Polar Surface Area: 101.93 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 83-90 °C
• Optical Rotation: [α]20/D -5.0±2.0°, c = 1% in acetic acid: water (4:1)
• Hydrophobicity(logP): 4.621

Safety Information

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

Product Information

• Purity: ≥98.0% (HPLC); 95%
• Impurities: ~4% water
• Empirical Formula (Hill Notation): C24H27NO6

DETAILS

Sigma Aldrich - 47625

Packaging
10, 25 g in glass bottle