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

• ChemBase ID: 103269
• Molecular Formular: C24H21NO4
• Molecular Mass: 387.42784
• Monoisotopic Mass: 387.14705816
• SMILES: OC(=O)[C@H](Cc1ccccc1)NC(=O)OCC1c2c(cccc2)c2c1cccc2
• Canonical SMILES: O=C(N[C@H](C(=O)O)Cc1ccccc1)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C24H21NO4/c26-23(27)22(14-16-8-2-1-3-9-16)25-24(28)29-15-21-19-12-6-4-10-17(19)18-11-5-7-13-20(18)21/h1-13,21-22H,14-15H2,(H,25,28)(H,26,27)/t22-/m0/s1
• InChIKey: SJVFAHZPLIXNDH-QFIPXVFZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-phenylpropanoic acid
• IUPAC Traditional name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-phenylpropanoic acid
• Synonyms: Fmoc-L-phenylalanine; Fmoc-Phe-OH; N-Fmoc-L-phenylalanine; Fmoc-Phe-OH; N-(9-Fluorenylmethoxycarbonyl)-L-phenylalanine; N-α-FMOC-L-PHENYLALANINE; N-(9-芴甲氧羰基)-L-苯丙氨酸; Fmoc-L-苯丙氨酸; N-Fmoc-L-苯基丙氨酸

Database IDs

• CAS Number: 35661-40-6
• EC Number: 252-661-1
• MDL Number: MFCD00037128
• Beilstein Number: 3597808
• PubChem SID: 24871242; 162090570; 24860536
• PubChem CID: 978331

CALCULATED PROPERTIES

• Acid pKa: 3.8483627
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.0461423
• LogD (pH = 7.4): 1.4621404
• Log P: 4.7016435
• Molar Refractivity: 109.1961 cm^3
• Polarizability: 43.600082 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 180-185°C; 180-187 °C; 180-187 °C(lit.)
• Optical Rotation: [α]20/D -37°, c = 1 in DMF; [α]20/D -40±2°, c = 1% in DMF; -40 (c=1 in DMF)

Safety Information

• Storage Condition: 0°C
• German water hazard class: 3
• Safety Statements: 22-24/25
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (HPLC); 98%; 98+%
• Grade: purum
• Empirical Formula (Hill Notation): C24H21NO4

DETAILS

Sigma Aldrich - 338338

Packaging
5, 25 g in glass bottle