tert-butyl (4S)-4-[(1R)-1-(benzyloxy)ethyl]-2,5-dioxo-1,3-oxazolidine-3-carboxylate

• ChemBase ID: 156602
• Molecular Formular: C17H21NO6
• Molecular Mass: 335.35174
• Monoisotopic Mass: 335.1368874
• SMILES: C[C@H]([C@H]1C(=O)OC(=O)N1C(=O)OC(C)(C)C)OCc1ccccc1
• Canonical SMILES: C[C@H]([C@H]1C(=O)OC(=O)N1C(=O)OC(C)(C)C)OCc1ccccc1
• InChI: InChI=1S/C17H21NO6/c1-11(22-10-12-8-6-5-7-9-12)13-14(19)23-15(20)18(13)16(21)24-17(2,3)4/h5-9,11,13H,10H2,1-4H3/t11-,13+/m1/s1
• InChIKey: JKERFCFKSYDKBY-YPMHNXCESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl (4S)-4-[(1R)-1-(benzyloxy)ethyl]-2,5-dioxo-1,3-oxazolidine-3-carboxylate
• IUPAC Traditional name: tert-butyl (4S)-4-[(1R)-1-(benzyloxy)ethyl]-2,5-dioxo-1,3-oxazolidine-3-carboxylate
• Synonyms: Boc-O-benzyl-L-threonine N-carboxy anhydride; Boc-Thr(Bzl)-N-carboxyanhydride; Boc-O-苄基-L-苏氨酸 N-羧基酸酐; Boc-Thr(Bzl)-N-羧基酸酐

Database IDs

• MDL Number: MFCD00216676
• Beilstein Number: 7142675
• PubChem SID: 162250739
• PubChem CID: 71312340

CALCULATED PROPERTIES

• Acid pKa: 12.518802
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 3.246828
• LogD (pH = 7.4): 3.2468247
• Log P: 3.246828
• Molar Refractivity: 83.9116 cm^3
• Polarizability: 33.364925 Å^3
• Polar Surface Area: 82.14 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 77-80 °C
• Optical Rotation: [α]20/D +72±2°, c = 1% in THF

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: ≥97.0% (T)
• Empirical Formula (Hill Notation): C17H21NO6

DETAILS

Sigma Aldrich - 15416

Legal Information
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