benzyl N-[(3S)-2-oxooxolan-3-yl]carbamate

• ChemBase ID: 69847
• Molecular Formular: C12H13NO4
• Molecular Mass: 235.23592
• Monoisotopic Mass: 235.0844579
• SMILES: C1(=O)[C@@H](NC(=O)OCc2ccccc2)CCO1
• Canonical SMILES: O=C(N[C@H]1CCOC1=O)OCc1ccccc1
• InChI: InChI=1S/C12H13NO4/c14-11-10(6-7-16-11)13-12(15)17-8-9-4-2-1-3-5-9/h1-5,10H,6-8H2,(H,13,15)/t10-/m0/s1
• InChIKey: FKWDZIFOVOUDAG-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-[(3S)-2-oxooxolan-3-yl]carbamate
• IUPAC Traditional name: benzyl N-[(3S)-2-oxooxolan-3-yl]carbamate
• Synonyms: (S)-α-(Z-Amino)-γ-butyrolactone; N-Z-L-Homoserine lactone; Cbz-L-Homoserine lactone; (S)-α-(Z-氨基)-γ-丁内酯; N-Z-L-高丝氨酸内酯

Database IDs

• CAS Number: 35677-89-5
• MDL Number: MFCD00674555
• Beilstein Number: 5341012
• PubChem SID: 24890282; 162035572
• PubChem CID: 489185

CALCULATED PROPERTIES

• Acid pKa: 13.144282
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.2614205
• LogD (pH = 7.4): 1.2614198
• Log P: 1.2614205
• Molar Refractivity: 59.0942 cm^3
• Polarizability: 23.360073 Å^3
• Polar Surface Area: 64.63 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 127-132 °C
• Optical Rotation: [α]20/D -32±2°, c = 1.7% in methanol

Safety Information

• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (HPLC); 95+%
• Empirical Formula (Hill Notation): C12H13NO4

DETAILS

Sigma Aldrich - 96304

Packaging
2.5 g in glass bottle