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

• ChemBase ID: 156629
• Molecular Formular: C16H19NO6
• Molecular Mass: 321.32516
• Monoisotopic Mass: 321.12123733
• SMILES: CC(C)(C)OC(=O)N1[C@H](C(=O)OC1=O)COCc1ccccc1
• Canonical SMILES: O=C1OC(=O)N([C@H]1COCc1ccccc1)C(=O)OC(C)(C)C
• InChI: InChI=1S/C16H19NO6/c1-16(2,3)23-15(20)17-12(13(18)22-14(17)19)10-21-9-11-7-5-4-6-8-11/h4-8,12H,9-10H2,1-3H3/t12-/m0/s1
• InChIKey: VSJAGMGULQARLW-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 125814-31-5
• MDL Number: MFCD00216675
• Beilstein Number: 4202422
• PubChem SID: 162250766
• PubChem CID: 14778079

CALCULATED PROPERTIES

• Acid pKa: 12.216842
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.8302531
• LogD (pH = 7.4): 2.8302464
• Log P: 2.8302531
• Molar Refractivity: 79.4928 cm^3
• Polarizability: 31.536829 Å^3
• Polar Surface Area: 82.14 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 99-102 °C
• Optical Rotation: [α]20/D +51±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): C16H19NO6

DETAILS

Sigma Aldrich - 15415

Legal Information
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