(2S,3R)-3-(benzyloxy)-2-{[(tert-butoxy)carbonyl]amino}(1,2,3,4-13C4)butanoic acid

• ChemBase ID: 135577
• Molecular Formular: C16H23NO5
• Molecular Mass: 314.32154825
• Monoisotopic Mass: 314.16807709
• SMILES: CC(C)(C)OC(=O)[15NH][13C@@H]([13C@@H]([13CH3])OCc1ccccc1)[13C](=O)O
• Canonical SMILES: [13CH3][13C@H]([13C@@H]([13C](=O)O)[15NH]C(=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/i1+1,11+1,13+1,14+1,17+1
• InChIKey: CTXPLTPDOISPTE-JVNNLZABSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R)-3-(benzyloxy)-2-{[(tert-butoxy)carbonyl]amino}(1,2,3,4-^1^3C₄)butanoic acid
• IUPAC Traditional name: (2S,3R)-3-(benzyloxy)-2-[(tert-butoxycarbonyl)amino](1,2,3,4-^1^3C₄)butanoic acid
• Synonyms: Boc-Thr(Bzl)-OH-13C4,15N; N-Boc-O-苄基-L-苏氨酸-13C4,15N

Database IDs

• MDL Number: MFCD09842694
• PubChem SID: 162229851
• PubChem CID: 71309322

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
• Optical Rotation: [α]22/D +22°, c = 2 in 95% ethanol
• Mass Shift: M+5

Safety Information

• German water hazard class: 3

Product Information

• Purity: 97% (CP)
• Isotopic Purity: 98 atom % 15N; 99 atom % 13C
• Mol. Weight: mol wt 314.28 by atom % calculation
• Linear Formula: 13CH313CH(OCH2C6H5)13CH(13COOH)15NH-Boc

DETAILS

Sigma Aldrich - 672866

Packaging
This product may be available from bulk stock and can be packaged on demand. For information on pricing, availability and packaging, please contact Stable Isotopes Customer Service.