ethyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-4-hydroxybutanoate

• ChemBase ID: 162589
• Molecular Formular: C11H21NO5
• Molecular Mass: 247.28814
• Monoisotopic Mass: 247.14197278
• SMILES: C([C@@H](C(=O)OCC)NC(=O)OC(C)(C)C)CO
• Canonical SMILES: OCC[C@@H](C(=O)OCC)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C11H21NO5/c1-5-16-9(14)8(6-7-13)12-10(15)17-11(2,3)4/h8,13H,5-7H2,1-4H3,(H,12,15)/t8-/m0/s1
• InChIKey: HTGDPHFPHJVSEC-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-4-hydroxybutanoate
• IUPAC Traditional name: ethyl (2S)-2-[(tert-butoxycarbonyl)amino]-4-hydroxybutanoate
• Synonyms: N-[(1,1-Dimethylethoxy)carbonyl]-L-homoserine Ethyl Ester; (S)-N-Boc-L-homoserine Ethyl Ester

Database IDs

• CAS Number: 147325-09-5
• PubChem SID: 162256724
• PubChem CID: 29974661

CALCULATED PROPERTIES

• Acid pKa: 13.420629
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.42913786
• LogD (pH = 7.4): 0.4291375
• Log P: 0.42913786
• Molar Refractivity: 61.2971 cm^3
• Polarizability: 24.379168 Å^3
• Polar Surface Area: 84.86 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate; Methanol
• Apperance: Off-White to Pale Yellow
• Melting Point: 54-56°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B656255

Amino acid derivative useful for the treatment of Alzheimer's disease.

REFERENCES

• Wang, G., et al.: Bioorg. Med. Chem. Lett., 2, 1665 (1992)
• Yan, R., et al.: Nature, 402, 533 (1992)