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

• ChemBase ID: 152727
• Molecular Formular: C27H25NO6
• Molecular Mass: 459.4905
• Monoisotopic Mass: 459.16818753
• SMILES: c1ccc(cc1)COC(=O)CC[C@@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2
• Canonical SMILES: O=C(CC[C@@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2)OCc1ccccc1
• InChI: InChI=1S/C27H25NO6/c29-25(33-16-18-8-2-1-3-9-18)15-14-24(26(30)31)28-27(32)34-17-23-21-12-6-4-10-19(21)20-11-5-7-13-22(20)23/h1-13,23-24H,14-17H2,(H,28,32)(H,30,31)/t24-/m0/s1
• InChIKey: HJJURMMMGPQIQP-DEOSSOPVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-5-(benzyloxy)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-5-oxopentanoic acid
• IUPAC Traditional name: (2S)-5-(benzyloxy)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-5-oxopentanoic acid
• Synonyms: Fmoc-L-glutamic acid 5-benzyl ester; Fmoc-Glu(OBzl)-OH; 芴甲氧羰基-L-谷氨酸 5-苄酯

Database IDs

• CAS Number: 123639-61-2
• MDL Number: MFCD00065642
• Beilstein Number: 3576722
• PubChem SID: 24871160; 162246870
• PubChem CID: 13966932

CALCULATED PROPERTIES

• Acid pKa: 3.6342752
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.7002513
• LogD (pH = 7.4): 1.2317641
• Log P: 4.5625334
• Molar Refractivity: 124.7492 cm^3
• Polarizability: 49.874714 Å^3
• Polar Surface Area: 101.93 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D +12.0±2.5°, c = 1% in chloroform

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): C27H25NO6

DETAILS

Sigma Aldrich - 47571

Packaging
5 g in poly bottle