ethyl (2S)-2-[(4S)-4-methyl-2,5-dioxo-1,3-oxazolidin-3-yl]-4-phenylbutanoate

• ChemBase ID: 71000
• Molecular Formular: C16H19NO5
• Molecular Mass: 305.32576
• Monoisotopic Mass: 305.12632271
• SMILES: C(=O)([C@H](CCc1ccccc1)N1C(=O)OC(=O)[C@@H]1C)OCC
• Canonical SMILES: CCOC(=O)[C@@H](N1C(=O)OC(=O)[C@@H]1C)CCc1ccccc1
• InChI: InChI=1S/C16H19NO5/c1-3-21-15(19)13(10-9-12-7-5-4-6-8-12)17-11(2)14(18)22-16(17)20/h4-8,11,13H,3,9-10H2,1-2H3/t11-,13-/m0/s1
• InChIKey: GFZFELCFSBCPDB-AAEUAGOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (2S)-2-[(4S)-4-methyl-2,5-dioxo-1,3-oxazolidin-3-yl]-4-phenylbutanoate
• IUPAC Traditional name: ethyl (2S)-2-[(4S)-4-methyl-2,5-dioxo-1,3-oxazolidin-3-yl]-4-phenylbutanoate
• Synonyms: (S)-Ethyl 2-((S)-4-methyl-2,5-dioxooxazolidin-3-yl)-4-phenylbutanoate; N-[1-(S)-(+)-Ethoxycarbonyl-3-phenylpropyl]-L-alanyl carboxyanhydride; N-[1-(S)-Ethoxycarbonyl-3-phenylpropyl]-L-alanine-N-carboxyanhydride; N-[1-(S)-(+)-乙氧羰基-3-苯丙基]-L-丙氨酰-N-羧酸酐; N-[1-(S)-乙氧羰基-3-苄丙基]-L-丙氨酸-N-羰甲醛

Database IDs

• CAS Number: 84793-24-8
• EC Number: 430-360-8
• MDL Number: MFCD00272296
• Beilstein Number: 5608080
• PubChem SID: 162036708; 24880601
• PubChem CID: 9922512

CALCULATED PROPERTIES

• Acid pKa: 14.647687
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.721725
• LogD (pH = 7.4): 2.721725
• Log P: 2.721725
• Molar Refractivity: 77.8031 cm^3
• Polarizability: 30.806856 Å^3
• Polar Surface Area: 72.91 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 69-73 °C(lit.); 70-72°C
• Optical Rotation: [α]20/D +36.5°, c = 1 in chloroform; +12 (c=2 in acetonitrile)

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 41-43
• Safety Statements: 22-24-26-37/39
• TSCA Listed: false; 否
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H317-H318; H318-H317
• GHS Precautionary statements: P280B-P262-P305+P351+P338; P280-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95+%; 97%; 98%
• Empirical Formula (Hill Notation): C16H19NO5

DETAILS

Sigma Aldrich - 570966

Packaging
1 g in glass bottle