[(2S,3R)-3-[(benzyloxy)methyl]oxiran-2-yl]methyl 4-nitrobenzoate

• ChemBase ID: 152643
• Molecular Formular: C18H17NO6
• Molecular Mass: 343.33068
• Monoisotopic Mass: 343.10558727
• SMILES: c1ccc(cc1)COC[C@@H]1[C@@H](O1)COC(=O)c1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: O=C(c1ccc(cc1)[N+](=O)[O-])OC[C@@H]1O[C@@H]1COCc1ccccc1
• InChI: InChI=1S/C18H17NO6/c20-18(14-6-8-15(9-7-14)19(21)22)24-12-17-16(25-17)11-23-10-13-4-2-1-3-5-13/h1-9,16-17H,10-12H2/t16-,17+/m1/s1
• InChIKey: XBAOYRZETQXAAE-SJORKVTESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2S,3R)-3-[(benzyloxy)methyl]oxiran-2-yl]methyl 4-nitrobenzoate
• IUPAC Traditional name: [(2S,3R)-3-[(benzyloxy)methyl]oxiran-2-yl]methyl 4-nitrobenzoate
• Synonyms: (2S,3R)-(-)-4-Benzyloxy-2,3-epoxy-1-butyl 4-nitrobenzoate; (2S,3R)-(-)-3-(Benzyloxymethyl)oxirane-2-methanol 4-nitrobenzoic acid ester; (2S,3R)-(-)-4-苄氧基-2,3-环氧-1-丁基 4-硝基苯甲酸酯; (2S,3R)-(-)-3-(苄氧甲基)环氧乙烷-2-甲醇 4-硝基苯甲酸酯

Database IDs

• CAS Number: 78513-08-3
• Beilstein Number: 5383514
• PubChem SID: 24848321; 162246787
• PubChem CID: 16211266

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 3.4952383
• LogD (pH = 7.4): 3.4952383
• Log P: 3.4952383
• Molar Refractivity: 89.479 cm^3
• Polarizability: 34.273552 Å^3
• Polar Surface Area: 93.88 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 78-80 °C
• Optical Rotation: [α]20/D -34±1°, c = 0.5% in chloroform

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (sum of enantiomers, HPLC)
• Empirical Formula (Hill Notation): C18H17NO6

DETAILS

Sigma Aldrich - 13732

Packaging
5 g in glass bottle