(4S)-4-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-5-oxo-5-(prop-2-en-1-yloxy)pentanoic acid

• ChemBase ID: 152436
• Molecular Formular: C23H23NO6
• Molecular Mass: 409.43182
• Monoisotopic Mass: 409.15253746
• SMILES: C=CCOC(=O)[C@H](CCC(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2
• Canonical SMILES: C=CCOC(=O)[C@@H](NC(=O)OCC1c2ccccc2c2c1cccc2)CCC(=O)O
• InChI: InChI=1S/C23H23NO6/c1-2-13-29-22(27)20(11-12-21(25)26)24-23(28)30-14-19-17-9-5-3-7-15(17)16-8-4-6-10-18(16)19/h2-10,19-20H,1,11-14H2,(H,24,28)(H,25,26)/t20-/m0/s1
• InChIKey: ORKKMGRINLTBPC-FQEVSTJZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-5-oxo-5-(prop-2-en-1-yloxy)pentanoic acid
• IUPAC Traditional name: (4S)-4-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-5-oxo-5-(prop-2-en-1-yloxy)pentanoic acid
• Synonyms: Fmoc-L-glutamic acid 1-allyl ester; Fmoc-Glu-OAll; N-芴甲氧羰基-L-谷氨酸 1-烯丙基酯

Database IDs

• CAS Number: 144120-54-7
• MDL Number: MFCD00467718
• Beilstein Number: 5460531
• PubChem SID: 24871324; 162246581
• PubChem CID: 7020606

CALCULATED PROPERTIES

• Acid pKa: 4.024195
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.0830438
• LogD (pH = 7.4): 0.42428198
• Log P: 3.5693102
• Molar Refractivity: 109.2993 cm^3
• Polarizability: 43.73061 Å^3
• Polar Surface Area: 101.93 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 118-122 °C
• Optical Rotation: [α]20/D -20.0±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: ≥99.0% (HPLC)
• Empirical Formula (Hill Notation): C23H23NO6

DETAILS

Sigma Aldrich - 47702

Packaging
5 g in glass bottle