[(3aS,5S,6aR)-6-hydroxy-3a-(hydroxymethyl)-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-5-yl]methyl 4-methylbenzene-1-sulfonate

• ChemBase ID: 178778
• Molecular Formular: C16H22O8S
• Molecular Mass: 374.40608
• Monoisotopic Mass: 374.10353866
• SMILES: [C@@H]1(C([C@H]2[C@](O1)(CO)OC(O2)(C)C)O)COS(=O)(=O)c1ccc(cc1)C
• Canonical SMILES: OC[C@]12O[C@H](C([C@@H]2OC(O1)(C)C)O)COS(=O)(=O)c1ccc(cc1)C
• InChI: InChI=1S/C16H22O8S/c1-10-4-6-11(7-5-10)25(19,20)21-8-12-13(18)14-16(9-17,22-12)24-15(2,3)23-14/h4-7,12-14,17-18H,8-9H2,1-3H3/t12-,13?,14+,16-/m0/s1
• InChIKey: BPANMSDDTZZEDD-RUKJTKARSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(3aS,5S,6aR)-6-hydroxy-3a-(hydroxymethyl)-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-5-yl]methyl 4-methylbenzene-1-sulfonate
• IUPAC Traditional name: [(3aS,5S,6aR)-6-hydroxy-3a-(hydroxymethyl)-2,2-dimethyl-dihydro-5H-furo[2,3-d][1,3]dioxol-5-yl]methyl 4-methylbenzenesulfonate
• Synonyms: 2,3-O-(1-Methylethylidene)-α-L-sorbofuranose 6-(4-Methylbenzenesulfonate); 2,3-O-Isopropylidene-α-L-sorbofuranose 6-p-Toluenesulfonate; 6-O-Tosyl-2,3-O-isopropylidene-α-L-sorbofuranose

Database IDs

• CAS Number: 2484-54-0
• PubChem SID: 164234688
• PubChem CID: 46783616

CALCULATED PROPERTIES

• Acid pKa: 12.842955
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 1.5085369
• LogD (pH = 7.4): 1.5085355
• Log P: 1.508537
• Molar Refractivity: 86.5105 cm^3
• Polarizability: 35.535225 Å^3
• Polar Surface Area: 111.52 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Dichloromethane
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - T665000

An intermediate in the preparation of Deoxynojirimycin