(2S)-3-{1-[(tert-butoxy)carbonyl]-1H-indol-3-yl}-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid

• ChemBase ID: 152759
• Molecular Formular: C31H30N2O6
• Molecular Mass: 526.5797
• Monoisotopic Mass: 526.21038669
• SMILES: CC(C)(C)OC(=O)n1cc(c2c1cccc2)C[C@@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2
• Canonical SMILES: O=C(N[C@H](C(=O)O)Cc1cn(c2c1cccc2)C(=O)OC(C)(C)C)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C31H30N2O6/c1-31(2,3)39-30(37)33-17-19(20-10-8-9-15-27(20)33)16-26(28(34)35)32-29(36)38-18-25-23-13-6-4-11-21(23)22-12-5-7-14-24(22)25/h4-15,17,25-26H,16,18H2,1-3H3,(H,32,36)(H,34,35)/t26-/m0/s1
• InChIKey: ADOHASQZJSJZBT-SANMLTNESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-{1-[(tert-butoxy)carbonyl]-1H-indol-3-yl}-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
• IUPAC Traditional name: (2S)-3-[1-(tert-butoxycarbonyl)indol-3-yl]-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
• Synonyms: Nα-Fmoc-N(in)-Boc-L-tryptophan; N(in)-Boc-Nα-Fmoc-L-tryptophan; Fmoc-Trp(Boc)-OH; Nα-芴甲氧羰基-N(in)-叔丁氧羰基-L-色氨酸; N(in)-Boc-Nα-Fmoc-L-色氨酸

Database IDs

• CAS Number: 143824-78-6
• MDL Number: MFCD00153366
• Beilstein Number: 7698009
• PubChem SID: 24871151; 162246902
• PubChem CID: 9849766

CALCULATED PROPERTIES

• Acid pKa: 3.5292902
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.8299673
• LogD (pH = 7.4): 2.4270358
• Log P: 5.793465
• Molar Refractivity: 144.9821 cm^3
• Polarizability: 58.751083 Å^3
• Polar Surface Area: 106.86 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D -21±2°, c = 1% in DMF

Safety Information

• European Hazard Symbols: Nature polluting (N); Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 43-51/53
• Safety Statements: 22-24-37-61
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H317-H411
• GHS Precautionary statements: P273-P280
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (HPLC)
• Empirical Formula (Hill Notation): C31H30N2O6

DETAILS

Sigma Aldrich - 47561

Packaging
5, 25 g in poly bottle