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

• ChemBase ID: 152707
• Molecular Formular: C31H27NO5
• Molecular Mass: 493.54978
• Monoisotopic Mass: 493.18892297
• SMILES: c1ccc(cc1)COc1ccc(cc1)C[C@@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2
• Canonical SMILES: O=C(N[C@H](C(=O)O)Cc1ccc(cc1)OCc1ccccc1)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C31H27NO5/c33-30(34)29(18-21-14-16-23(17-15-21)36-19-22-8-2-1-3-9-22)32-31(35)37-20-28-26-12-6-4-10-24(26)25-11-5-7-13-27(25)28/h1-17,28-29H,18-20H2,(H,32,35)(H,33,34)/t29-/m0/s1
• InChIKey: REHSJSKPWIOKIJ-LJAQVGFWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-[4-(benzyloxy)phenyl]-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
• IUPAC Traditional name: (2S)-3-[4-(benzyloxy)phenyl]-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
• Synonyms: Fmoc-O-benzyl-L-tyrosine; Fmoc-Tyr(Bzl)-OH; Fmoc-O-苄基-L-酪氨酸

Database IDs

• CAS Number: 71989-40-7
• MDL Number: MFCD00065682
• Beilstein Number: 4341195
• PubChem SID: 24871156; 162246850
• PubChem CID: 14427834

CALCULATED PROPERTIES

• Acid pKa: 3.6377895
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 4.4095554
• LogD (pH = 7.4): 2.9389691
• Log P: 6.2684455
• Molar Refractivity: 140.2719 cm^3
• Polarizability: 55.713318 Å^3
• Polar Surface Area: 84.86 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 157-161 °C
• Optical Rotation: [α]20/D -16.0±2.5°, 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: ≥98.0% (HPLC)
• Empirical Formula (Hill Notation): C31H27NO5

DETAILS

Sigma Aldrich - 47565

Packaging
5 g in poly bottle