(4S)-4-amino-5-(tert-butoxy)-5-oxopentanoic acid

• ChemBase ID: 169687
• Molecular Formular: C9H17NO4
• Molecular Mass: 203.23558
• Monoisotopic Mass: 203.11575803
• SMILES: OC(=O)CC[C@@H](C(=O)OC(C)(C)C)N
• Canonical SMILES: N[C@H](C(=O)OC(C)(C)C)CCC(=O)O
• InChI: InChI=1S/C9H17NO4/c1-9(2,3)14-8(13)6(10)4-5-7(11)12/h6H,4-5,10H2,1-3H3,(H,11,12)/t6-/m0/s1
• InChIKey: QVAQMUAKTNUNLN-LURJTMIESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-amino-5-(tert-butoxy)-5-oxopentanoic acid
• IUPAC Traditional name: (4S)-4-amino-5-(tert-butoxy)-5-oxopentanoic acid
• Synonyms: L-Glutamic Acid 1-(1,1-Dimethylethyl) Ester; L-Glutamic Acid tert-Butyl Ester; α-tert-Butyl L-Glutamate; L-Glutamic Acid α-tert-Butyl Ester

Database IDs

• CAS Number: 45120-30-7
• PubChem SID: 162263819
• PubChem CID: 117505

CALCULATED PROPERTIES

• Acid pKa: 4.2173557
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.9670607
• LogD (pH = 7.4): -2.220959
• Log P: -1.9651788
• Molar Refractivity: 49.8624 cm^3
• Polarizability: 20.182781 Å^3
• Polar Surface Area: 89.62 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - G596980

L-Glutamic Acid α-tert-Butyl Ester is an ester of L-Glutamic Acid used in the synthesis of enantiopure isotopomers of amino acids.

REFERENCES

• Chauvel, E., et al.: J. Med. Chem., 37, 2950 (1994)