[(2R,3S,4R,5R,6S)-3,4-bis(acetyloxy)-6-chloro-5-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)oxan-2-yl]methyl acetate

• ChemBase ID: 164175
• Molecular Formular: C20H20ClNO9
• Molecular Mass: 453.8271
• Monoisotopic Mass: 453.08265891
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1COC(=O)C)Cl)N1C(=O)c2c(C1=O)cccc2)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)O[C@H]1[C@H](OC(=O)C)[C@H](COC(=O)C)O[C@H]([C@H]1N1C(=O)c2c(C1=O)cccc2)Cl
• InChI: InChI=1S/C20H20ClNO9/c1-9(23)28-8-14-16(29-10(2)24)17(30-11(3)25)15(18(21)31-14)22-19(26)12-6-4-5-7-13(12)20(22)27/h4-7,14-18H,8H2,1-3H3/t14-,15-,16-,17-,18-/m1/s1
• InChIKey: YRXSTYGMBJFQAY-DUQPFJRNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4R,5R,6S)-3,4-bis(acetyloxy)-6-chloro-5-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3S,4R,5R,6S)-3,4-bis(acetyloxy)-6-chloro-5-(1,3-dioxoisoindol-2-yl)oxan-2-yl]methyl acetate
• Synonyms: 2-Deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-β-D-glucopyranosyl Chloride 3,4,6-Triacetate; 2-Deoxy-2-phthalimido-β-D-glucopyranosyl Chloride 3,4,6-Triacetate; Chloro 2-Deoxy-2-N-phthalimido-3,4,6-tri-O-acetyl-β-D-glucopyranoside

Database IDs

• CAS Number: 7772-87-4
• PubChem SID: 162258310
• PubChem CID: 10994087

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 1.0202712
• LogD (pH = 7.4): 1.0202712
• Log P: 1.0202712
• Molar Refractivity: 102.8657 cm^3
• Polarizability: 40.675014 Å^3
• Polar Surface Area: 125.51 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate
• Apperance: White Solid
• Melting Point: 146-147°C

Safety Information

• Storage Condition: -20°C Freezer