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

• ChemBase ID: 106106
• Molecular Formular: C17H20N2O5
• Molecular Mass: 332.3511
• Monoisotopic Mass: 332.13722175
• SMILES: CC(C)(C)OC(=O)N[C@@H](Cc1cn(C=O)c2ccccc12)C(=O)O
• Canonical SMILES: O=Cn1cc(c2c1cccc2)C[C@@H](C(=O)O)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C17H20N2O5/c1-17(2,3)24-16(23)18-13(15(21)22)8-11-9-19(10-20)14-7-5-4-6-12(11)14/h4-7,9-10,13H,8H2,1-3H3,(H,18,23)(H,21,22)/t13-/m0/s1
• InChIKey: IHXHBYFWSOYYTR-ZDUSSCGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(1-formyl-1H-indol-3-yl)propanoic acid
• IUPAC Traditional name: (2S)-2-[(tert-butoxycarbonyl)amino]-3-(1-formylindol-3-yl)propanoic acid
• Synonyms: Nα-Boc-N(in)-formyl-L-tryptophan; N-α-t-BOC-N-FORMYL-LTRYPTOPHAN; Boc-Trp(For)-OH; Boc-Trp(for)-OH; Nα-叔丁氧羰基-N(in)-甲酰-L-色氨酸

Database IDs

• CAS Number: 47355-10-2
• MDL Number: MFCD00065992
• Beilstein Number: 4299614
• PubChem SID: 162087657; 24849348
• PubChem CID: 7017963

CALCULATED PROPERTIES

• Acid pKa: 3.8497024
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.28537682
• LogD (pH = 7.4): -1.2992653
• Log P: 1.9395849
• Molar Refractivity: 85.8556 cm^3
• Polarizability: 34.58926 Å^3
• Polar Surface Area: 97.63 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ~100 °C (dec.)
• Optical Rotation: [α]20/D +19±2°, c = 2% in ethanol

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥97.0% (HPLC); 95+%
• Empirical Formula (Hill Notation): C17H20N2O5

DETAILS

Sigma Aldrich - 15349

Packaging
5 g in glass bottle