acetic acid tert-butyl (2S,3R)-2-amino-3-(tert-butoxy)butanoate

• ChemBase ID: 152595
• Molecular Formular: C14H29NO5
• Molecular Mass: 291.38376
• Monoisotopic Mass: 291.20457303
• SMILES: C[C@H]([C@@H](C(=O)OC(C)(C)C)N)OC(C)(C)C.CC(=O)O
• Canonical SMILES: C[C@H]([C@@H](C(=O)OC(C)(C)C)N)OC(C)(C)C.CC(=O)O
• InChI: InChI=1S/C12H25NO3.C2H4O2/c1-8(15-11(2,3)4)9(13)10(14)16-12(5,6)7;1-2(3)4/h8-9H,13H2,1-7H3;1H3,(H,3,4)/t8-,9+;/m1./s1
• InChIKey: BGAUVMFJRASONL-RJUBDTSPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: acetic acid tert-butyl (2S,3R)-2-amino-3-(tert-butoxy)butanoate
• IUPAC Traditional name: acetic acid tert-butyl (2S,3R)-2-amino-3-(tert-butoxy)butanoate
• Synonyms: O-tert-Butyl-L-threonine tert-butyl ester acetate salt; O-叔丁基-L-苏氨酸叔丁酯 乙酸盐

Database IDs

• CAS Number: 5854-77-3
• EC Number: 227-464-9
• MDL Number: MFCD00145051
• Beilstein Number: 6707078
• PubChem SID: 162246740; 24852400
• PubChem CID: 16211513

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.38966134
• LogD (pH = 7.4): 1.5938569
• Log P: 1.6878936
• Molar Refractivity: 63.5913 cm^3
• Polarizability: 25.817501 Å^3
• Polar Surface Area: 61.55 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 59-61 °C
• Optical Rotation: [α]20/D -10±1°, c = 1% in methanol

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥95.0% (T)
• Empirical Formula (Hill Notation): C12H25NO3 · C2H4O2

DETAILS

Sigma Aldrich - 20646

Other Notes
Protected threonine for peptide synthesis, e.g. of glycopeptides1,2