(2S,3S)-2-{[(tert-butoxy)carbonyl]amino}-3-hydroxybutanoic acid

• ChemBase ID: 88806
• Molecular Formular: C9H17NO5
• Molecular Mass: 219.23498
• Monoisotopic Mass: 219.11067265
• SMILES: N([C@@H]([C@H](C)O)C(=O)O)C(=O)OC(C)(C)C
• Canonical SMILES: O=C(OC(C)(C)C)N[C@H](C(=O)O)[C@@H](O)C
• InChI: InChI=1S/C9H17NO5/c1-5(11)6(7(12)13)10-8(14)15-9(2,3)4/h5-6,11H,1-4H3,(H,10,14)(H,12,13)/t5-,6-/m0/s1
• InChIKey: LLHOYOCAAURYRL-WDSKDSINSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-2-{[(tert-butoxy)carbonyl]amino}-3-hydroxybutanoic acid
• IUPAC Traditional name: (2S,3S)-2-[(tert-butoxycarbonyl)amino]-3-hydroxybutanoic acid
• Synonyms: (2S,3R)-2-[(tert-Butoxycarbonyl)amino]-3-hydroxybutanoic acid; L-Threonine, N-BOC protected

Database IDs

• CAS Number: 2592-18-9
• PubChem SID: 162075712
• PubChem CID: 6992538

CALCULATED PROPERTIES

• Acid pKa: 3.8596325
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.3615744
• LogD (pH = 7.4): -2.9509275
• Log P: 0.28305113
• Molar Refractivity: 51.3328 cm^3
• Polarizability: 20.503893 Å^3
• Polar Surface Area: 95.86 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 80-82°C

Safety Information

• Storage Warning: Irritant/Store at -20°C