[(2R,3R,4R,5R,6S)-3,4,5-tris(acetyloxy)-6-sulfanyloxan-2-yl]methyl acetate

• ChemBase ID: 178559
• Molecular Formular: C14H20O9S
• Molecular Mass: 364.3682
• Monoisotopic Mass: 364.08280322
• SMILES: [C@@H]1([C@H]([C@H]([C@@H](O[C@@H]1COC(=O)C)S)OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)OC[C@H]1O[C@@H](S)[C@@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C14H20O9S/c1-6(15)19-5-10-11(20-7(2)16)12(21-8(3)17)13(14(24)23-10)22-9(4)18/h10-14,24H,5H2,1-4H3/t10-,11-,12-,13-,14+/m1/s1
• InChIKey: SFOZKJGZNOBSHF-KSTCHIGDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4R,5R,6S)-3,4,5-tris(acetyloxy)-6-sulfanyloxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4R,5R,6S)-3,4,5-tris(acetyloxy)-6-sulfanyloxan-2-yl]methyl acetate
• Synonyms: 1-Thio-β-D-glucopyranose Tetraacetate; 1-Thio-β-D-glucose Tetraacetate; 2,3,4,6-Tetra-O-acetyl-1-thio-β-D-glucopyranose; 2,3,4,6-Tetra-O-acetyl-1-thio-β-D-glucopyranoside; 2,3,4,6-Tetra-O-acetyl-1-thio-β-D-glycopyranose; NSC 97032; SKF 83940D; Tetra-O-acetyl-1-thio-β-D-glucopyranose; β-D-Thioglucopyranose 2,3,4,6-Tetraacetate; 1-Thio-β-D-glucopyranose 2,3,4,6-Tetraacetate

Database IDs

• CAS Number: 19879-84-6
• PubChem SID: 164234469
• PubChem CID: 7364140

CALCULATED PROPERTIES

• Acid pKa: 8.634691
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -0.20122454
• LogD (pH = 7.4): -0.2237017
• Log P: -0.20092908
• Molar Refractivity: 78.7498 cm^3
• Polarizability: 32.919662 Å^3
• Polar Surface Area: 114.43 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Colorless Solid

DETAILS

Toronto Research Chemicals - T350665

A synthetic intermediate.