(3S,4R,5R,6S)-3,4,5-tris(benzyloxy)-6-methyloxan-2-yl 4-nitrobenzoate

• ChemBase ID: 175221
• Molecular Formular: C34H33NO8
• Molecular Mass: 583.62772
• Monoisotopic Mass: 583.22061702
• SMILES: [C@@H]1([C@H]([C@@H]([C@@H](C(O1)OC(=O)c1ccc(cc1)[N+](=O)[O-])OCc1ccccc1)OCc1ccccc1)OCc1ccccc1)C
• Canonical SMILES: C[C@@H]1OC(OC(=O)c2ccc(cc2)[N+](=O)[O-])[C@H]([C@H]([C@@H]1OCc1ccccc1)OCc1ccccc1)OCc1ccccc1
• InChI: InChI=1S/C34H33NO8/c1-24-30(39-21-25-11-5-2-6-12-25)31(40-22-26-13-7-3-8-14-26)32(41-23-27-15-9-4-10-16-27)34(42-24)43-33(36)28-17-19-29(20-18-28)35(37)38/h2-20,24,30-32,34H,21-23H2,1H3/t24-,30+,31+,32-,34?/m0/s1
• InChIKey: FPWKKDQDBGGPFW-DPCMSISUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4R,5R,6S)-3,4,5-tris(benzyloxy)-6-methyloxan-2-yl 4-nitrobenzoate
• IUPAC Traditional name: (3S,4R,5R,6S)-3,4,5-tris(benzyloxy)-6-methyloxan-2-yl 4-nitrobenzoate
• Synonyms: 6-Deoxy-2,3,4-tris-O-(phenylmethyl)-L-galactopyranose 4-Nitrobenzoate; p-Nitrobenzoyl-2,3,4-tri-O-benzyl-α,β-L-fucopyranose

Database IDs

• CAS Number: 151909-88-5
• PubChem SID: 164231131
• PubChem CID: 11146303

CALCULATED PROPERTIES

• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): 7.6524534
• LogD (pH = 7.4): 7.6524534
• Log P: 7.6524534
• Molar Refractivity: 159.6178 cm^3
• Polarizability: 62.15545 Å^3
• Polar Surface Area: 109.04 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Ethyl Acetate; Methanol
• Apperance: Off-White Solid
• Melting Point: 136-139°C