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

• ChemBase ID: 137198
• Molecular Formular: C22H21Cl2NO11
• Molecular Mass: 546.30824
• Monoisotopic Mass: 545.04916586
• SMILES: CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H](C(O1)OC(=O)C)N1C(=O)c2cc(c(cc2C1=O)Cl)Cl)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)OC[C@H]1OC(OC(=O)C)[C@@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)N1C(=O)c2c(C1=O)cc(c(c2)Cl)Cl
• InChI: InChI=1S/C22H21Cl2NO11/c1-8(26)32-7-16-18(33-9(2)27)19(34-10(3)28)17(22(36-16)35-11(4)29)25-20(30)12-5-14(23)15(24)6-13(12)21(25)31/h5-6,16-19,22H,7H2,1-4H3/t16-,17-,18-,19-,22?/m1/s1
• InChIKey: LHCNZORUZHETLY-SWHXLWHISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4R,5R)-3,4,6-tris(acetyloxy)-5-(5,6-dichloro-1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3S,4R,5R)-3,4,6-tris(acetyloxy)-5-(5,6-dichloro-1,3-dioxoisoindol-2-yl)oxan-2-yl]methyl acetate
• Synonyms: 2-Deoxy-2-(4,5-dichlorophthalimido)-D-glucopyranose 1,3,4,6-tetraacetate

Database IDs

• CAS Number: 308796-43-2
• MDL Number: MFCD01863721
• PubChem SID: 162231463; 24873714
• PubChem CID: 16213743

CALCULATED PROPERTIES

• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): 1.4757279
• LogD (pH = 7.4): 1.4757279
• Log P: 1.4757279
• Molar Refractivity: 118.0892 cm^3
• Polarizability: 47.277218 Å^3
• Polar Surface Area: 151.81 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 171-174 °C(lit.)
• Optical Rotation: [α]20/D +77°, c = 1 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: 95%
• Compostion: mixture of α- and β-anomers, 1:1
• Empirical Formula (Hill Notation): C22H21Cl2NO11