(2S)-4-(acetyloxy)-2-aminobutanoic acid hydrochloride

• ChemBase ID: 159298
• Molecular Formular: C6H12ClNO4
• Molecular Mass: 197.61678
• Monoisotopic Mass: 197.04548555
• SMILES: C(C[C@H](N)C(=O)O)OC(=O)C.Cl
• Canonical SMILES: CC(=O)OCC[C@@H](C(=O)O)N.Cl
• InChI: InChI=1S/C6H11NO4.ClH/c1-4(8)11-3-2-5(7)6(9)10;/h5H,2-3,7H2,1H3,(H,9,10);1H/t5-;/m0./s1
• InChIKey: LFZHWEFUZURWRL-JEDNCBNOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-4-(acetyloxy)-2-aminobutanoic acid hydrochloride
• IUPAC Traditional name: O-acetyl-L-homoserine hydrochloride
• Synonyms: L-Homoserine Acetate Hydrochloride; O-Acetyl-L-homoserine Hydrochloride, 95%

Database IDs

• CAS Number: 250736-84-6
• PubChem SID: 162253433
• PubChem CID: 45038083

CALCULATED PROPERTIES

• Acid pKa: 2.015703
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -3.3870168
• LogD (pH = 7.4): -3.3904314
• Log P: -3.3870337
• Molar Refractivity: 36.0579 cm^3
• Polarizability: 14.725156 Å^3
• Polar Surface Area: 89.62 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 136-138°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - A178300

A versatile synthon for the synthesis of L-Homoserine peptides and 3-Amino-2-pyrrolidinones.

REFERENCES

• Baier, M., et al.: Plant Physiol., 145, 1600 (2007)
• Yoshida, S., et al.: App. Envir. Microbiol., 74, 2787 (2007)