(2S)-2-({[(1,1-dioxo-1λ6-benzothiophen-2-yl)methoxy]carbonyl}amino)propanoic acid

• ChemBase ID: 295039
• Molecular Formular: C13H13NO6S
• Molecular Mass: 311.31042
• Monoisotopic Mass: 311.04635814
• SMILES: C[C@@H](C(=O)O)NC(=O)OCC1=Cc2ccccc2S1(=O)=O
• Canonical SMILES: O=C(N[C@H](C(=O)O)C)OCC1=Cc2c(S1(=O)=O)cccc2
• InChI: InChI=1S/C13H13NO6S/c1-8(12(15)16)14-13(17)20-7-10-6-9-4-2-3-5-11(9)21(10,18)19/h2-6,8H,7H2,1H3,(H,14,17)(H,15,16)/t8-/m0/s1
• InChIKey: IUXPMHYMBNZBSO-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-({[(1,1-dioxo-1λ^6-benzothiophen-2-yl)methoxy]carbonyl}amino)propanoic acid
• IUPAC Traditional name: (2S)-2-({[(1,1-dioxo-1λ^6-benzothiophen-2-yl)methoxy]carbonyl}amino)propanoic acid
• Synonyms: N-(Benzo[b]thiophenesulfone-2-methoxycarbonyl)-L-alanine; Bsmoc-Ala-OH; N-Bsmoc-L-alanine; N-Bsmoc-L-丙氨酸

Database IDs

• CAS Number: 197245-15-1
• MDL Number: MFCD03792470
• Beilstein Number: 8272137
• PubChem SID: 180680570
• PubChem CID: 7577994

CALCULATED PROPERTIES

• Acid pKa: 2.7804558
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.8497015
• LogD (pH = 7.4): -2.6874225
• Log P: 0.80812246
• Molar Refractivity: 73.8815 cm^3
• Polarizability: 29.024382 Å^3
• Polar Surface Area: 109.77 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 105-107°C
• Optical Rotation: -18 (c=1 in DMF)

Safety Information

• TSCA Listed: 否

Product Information

• Purity: 97%