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

• ChemBase ID: 152825
• Molecular Formular: C13H25NO5
• Molecular Mass: 275.3413
• Monoisotopic Mass: 275.17327291
• SMILES: C[C@H]([C@@H](C(=O)O)NC(=O)OC(C)(C)C)OC(C)(C)C
• Canonical SMILES: O=C(OC(C)(C)C)N[C@@H]([C@H](OC(C)(C)C)C)C(=O)O
• InChI: InChI=1S/C13H25NO5/c1-8(18-12(2,3)4)9(10(15)16)14-11(17)19-13(5,6)7/h8-9H,1-7H3,(H,14,17)(H,15,16)/t8-,9+/m1/s1
• InChIKey: LKRXXARJBFBMCE-BDAKNGLRSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 13734-40-2
• MDL Number: MFCD00151115
• Beilstein Number: 4454820
• PubChem SID: 162246968; 24849427
• PubChem CID: 7015770

CALCULATED PROPERTIES

• Acid pKa: 4.1131177
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.5789073
• LogD (pH = 7.4): -1.1105101
• Log P: 1.9801372
• Molar Refractivity: 69.8896 cm^3
• Polarizability: 27.858978 Å^3
• Polar Surface Area: 84.86 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D +3.6±0.5°, c = 2% in DMF

Safety Information

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

Product Information

• Purity: ≥99.0% (sum of enantiomers, TLC)
• Linear Formula: (CH3)3COCH(CH3)CH(COOH)NHCOOC(CH3)3

DETAILS

Sigma Aldrich - 15433

Packaging
5 g in poly bottle