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

• ChemBase ID: 69657
• Molecular Formular: C9H17NO5
• Molecular Mass: 219.23498
• Monoisotopic Mass: 219.11067265
• SMILES: C(=O)([C@H]([C@@H](C)O)NC(=O)OC(C)(C)C)O
• 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+/m1/s1
• InChIKey: LLHOYOCAAURYRL-RITPCOANSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R)-2-{[(tert-butoxy)carbonyl]amino}-3-hydroxybutanoic acid
• IUPAC Traditional name: (2S,3R)-2-[(tert-butoxycarbonyl)amino]-3-hydroxybutanoic acid
• Synonyms: N-(tert-Butoxycarbonyl)-L-threonine; Boc-L-threonine; Boc-Thr-OH; N-Boc-L-Threonine; Boc-Thr-OH; N-(叔丁氧羰基)-L-苏氨酸; Boc-L-苏氨酸

Database IDs

• CAS Number: 2592-18-9
• EC Number: 219-987-6
• MDL Number: MFCD00065946
• Beilstein Number: 2051735
• PubChem SID: 162035383; 24849332
• PubChem CID: 2724766

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(lit.)
• Optical Rotation: [α]20/D -8.5±1°, c = 1% in acetic acid

Safety Information

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

Product Information

• Purity: ≥98.5% (T); 95+%; 98%
• Linear Formula: CH3CH(OH)CH(COOH)NHCOOC(CH3)3

DETAILS

Sigma Aldrich - 15505

Packaging
25 g in glass bottle