(2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-(4-hydroxyphenyl)propanoic acid

• ChemBase ID: 152012
• Molecular Formular: C24H21NO5
• Molecular Mass: 403.42724
• Monoisotopic Mass: 403.14197278
• SMILES: c1ccc2c(c1)c1ccccc1C2COC(=O)N[C@@H](Cc1ccc(cc1)O)C(=O)O
• Canonical SMILES: O=C(N[C@H](C(=O)O)Cc1ccc(cc1)O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C24H21NO5/c26-16-11-9-15(10-12-16)13-22(23(27)28)25-24(29)30-14-21-19-7-3-1-5-17(19)18-6-2-4-8-20(18)21/h1-12,21-22,26H,13-14H2,(H,25,29)(H,27,28)/t22-/m0/s1
• InChIKey: SWZCTMTWRHEBIN-QFIPXVFZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-(4-hydroxyphenyl)propanoic acid; (2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-(4-hydroxyphenyl)propanoic acid
• IUPAC Traditional name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-(4-hydroxyphenyl)propanoic acid
• Synonyms: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-hydroxyphenyl)propanoic acid; Nα-Fmoc-L-tyrosine; Fmoc-Tyr-OH; FMoc-tyrosine; Nα-(9-芴甲氧羰基)-L-酪氨酸

Database IDs

• CAS Number: 92954-90-0
• MDL Number: MFCD00134890
• Beilstein Number: 3573123
• PubChem SID: 24871380; 162246158
• PubChem CID: 6957986

CALCULATED PROPERTIES

• Acid pKa: 3.6537223
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 2.5545297
• LogD (pH = 7.4): 1.0711693
• Log P: 4.398078
• Molar Refractivity: 111.177 cm^3
• Polarizability: 44.192337 Å^3
• Polar Surface Area: 95.86 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D -22±2°, c = 1% in DMF

Safety Information

• 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: ≥97.0% (HPLC); 97%
• Empirical Formula (Hill Notation): C24H21NO5

DETAILS

Sigma Aldrich - 47751

Packaging
1 g in glass bottle