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

• ChemBase ID: 131826
• Molecular Formular: C16H23NO5
• Molecular Mass: 309.35752
• Monoisotopic Mass: 309.15762284
• SMILES: C[C@H]([C@@H](C(=O)O)NC(=O)OC(C)(C)C)OCc1ccccc1
• Canonical SMILES: C[C@H]([C@@H](C(=O)O)NC(=O)OC(C)(C)C)OCc1ccccc1
• InChI: InChI=1S/C16H23NO5/c1-11(21-10-12-8-6-5-7-9-12)13(14(18)19)17-15(20)22-16(2,3)4/h5-9,11,13H,10H2,1-4H3,(H,17,20)(H,18,19)/t11-,13+/m1/s1
• InChIKey: CTXPLTPDOISPTE-YPMHNXCESA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 15260-10-3
• EC Number: 239-304-5
• MDL Number: MFCD00066062
• Beilstein Number: 3065591
• PubChem SID: 24849401; 162226103
• PubChem CID: 1549483

CALCULATED PROPERTIES

• Acid pKa: 3.9725106
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.1147594
• LogD (pH = 7.4): -0.5239739
• Log P: 2.6506507
• Molar Refractivity: 80.6966 cm^3
• Polarizability: 31.88521 Å^3
• Polar Surface Area: 84.86 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 112-114 °C(lit.); 112-117 °C; 115-116°C
• Optical Rotation: [α]20/D +16.5±1°, c = 1% in methanol

Safety Information

• German water hazard class: 3
• TSCA Listed: 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ≥99.0% (T); 99%
• Linear Formula: CH3CH(OCH2C6H5)CH(COOH)NHCOOC(CH3)3

DETAILS

Sigma Aldrich - 15405

Packaging
5 g in poly bottle