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

• ChemBase ID: 39195
• Molecular Formular: C25H23NO5
• Molecular Mass: 417.45382
• Monoisotopic Mass: 417.15762284
• SMILES: [C@H](COCc1ccccc1)(C(=O)O)NC(=O)OCC1c2c(c3c1cccc3)cccc2
• Canonical SMILES: O=C(N[C@H](C(=O)O)COCc1ccccc1)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C25H23NO5/c27-24(28)23(16-30-14-17-8-2-1-3-9-17)26-25(29)31-15-22-20-12-6-4-10-18(20)19-11-5-7-13-21(19)22/h1-13,22-23H,14-16H2,(H,26,29)(H,27,28)/t23-/m0/s1
• InChIKey: DYBDGLCDMLNEMJ-QHCPKHFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-(benzyloxy)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
• IUPAC Traditional name: (2S)-3-(benzyloxy)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
• Synonyms: Fmoc-O-benzyl-L-serine; Fmoc-Ser(Bzl)-OH; Fmoc-L-Ser(OBzl)-OH; Fmoc-O-苄基-L-丝氨酸

Database IDs

• CAS Number: 83792-48-7
• MDL Number: MFCD00065674
• Beilstein Number: 3573590
• PubChem SID: 24871304; 161002502
• PubChem CID: 7017914

CALCULATED PROPERTIES

• Acid pKa: 3.756944
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.622218
• LogD (pH = 7.4): 1.0843791
• Log P: 4.366007
• Molar Refractivity: 115.4846 cm^3
• Polarizability: 46.12078 Å^3
• Polar Surface Area: 84.86 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D +24±2°, c = 1% in ethyl acetate

Safety Information

• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false
• 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%
• Empirical Formula (Hill Notation): C25H23NO5

DETAILS

Sigma Aldrich - 47678

Packaging
1 g in glass bottle