(2S)-2-{[(tert-butoxy)carbonyl]amino}-4-[(9H-xanthen-9-yl)carbamoyl]butanoic acid

• ChemBase ID: 131044
• Molecular Formular: C23H26N2O6
• Molecular Mass: 426.46234
• Monoisotopic Mass: 426.17908656
• SMILES: CC(C)(C)OC(=O)N[C@@H](CCC(=O)NC1c2ccccc2Oc2c1cccc2)C(=O)O
• Canonical SMILES: O=C(NC1c2ccccc2Oc2c1cccc2)CC[C@@H](C(=O)O)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C23H26N2O6/c1-23(2,3)31-22(29)24-16(21(27)28)12-13-19(26)25-20-14-8-4-6-10-17(14)30-18-11-7-5-9-15(18)20/h4-11,16,20H,12-13H2,1-3H3,(H,24,29)(H,25,26)(H,27,28)/t16-/m0/s1
• InChIKey: HOIIDGIJEPOSLL-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl]amino}-4-[(9H-xanthen-9-yl)carbamoyl]butanoic acid
• IUPAC Traditional name: (2S)-2-[(tert-butoxycarbonyl)amino]-4-[(9H-xanthen-9-yl)carbamoyl]butanoic acid
• Synonyms: Nα-Boc-Nδ-(9-xanthenyl)-L-glutamine; Boc-Gln(Xan)-OH; Nα-Boc-Nδ-(9-氧杂蒽基)-L-谷氨酰胺

Database IDs

• CAS Number: 55260-24-7
• MDL Number: MFCD00066158
• Beilstein Number: 5176929
• PubChem SID: 162225322; 24849435
• PubChem CID: 15884508

CALCULATED PROPERTIES

• Acid pKa: 3.4087577
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.9335117
• LogD (pH = 7.4): -0.3879674
• Log P: 3.0127234
• Molar Refractivity: 111.9578 cm^3
• Polarizability: 43.83787 Å^3
• Polar Surface Area: 113.96 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ~150 °C (dec.)
• Optical Rotation: [α]20/D -3.0±0.5°, c = 2% in methanol

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: ≥97.0% (sum of enantiomers, TLC)
• Grade: purum
• Impurities: ~3% ethyl acetate
• Empirical Formula (Hill Notation): C23H26N2O6