[(4S,5S)-2,2-dimethyl-5-{[(4-methylbenzenesulfonyl)oxy]methyl}-1,3-dioxolan-4-yl]methyl 4-methylbenzene-1-sulfonate

• ChemBase ID: 151715
• Molecular Formular: C21H26O8S2
• Molecular Mass: 470.55634
• Monoisotopic Mass: 470.10690979
• SMILES: Cc1ccc(cc1)S(=O)(=O)OC[C@H]1[C@@H](OC(O1)(C)C)COS(=O)(=O)c1ccc(cc1)C
• Canonical SMILES: CC1(C)O[C@H]([C@@H](O1)COS(=O)(=O)c1ccc(cc1)C)COS(=O)(=O)c1ccc(cc1)C
• InChI: InChI=1S/C21H26O8S2/c1-15-5-9-17(10-6-15)30(22,23)26-13-19-20(29-21(3,4)28-19)14-27-31(24,25)18-11-7-16(2)8-12-18/h5-12,19-20H,13-14H2,1-4H3/t19-,20-/m0/s1
• InChIKey: KPFDKWNWYAXRNJ-PMACEKPBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(4S,5S)-2,2-dimethyl-5-{[(4-methylbenzenesulfonyl)oxy]methyl}-1,3-dioxolan-4-yl]methyl 4-methylbenzene-1-sulfonate
• IUPAC Traditional name: [(4S,5S)-2,2-dimethyl-5-{[(4-methylbenzenesulfonyl)oxy]methyl}-1,3-dioxolan-4-yl]methyl 4-methylbenzenesulfonate
• Synonyms: (-)-2,3-O-Isopropylidene-1,4-di-O-tosyl-L-threitol; (-)-2,3-O-Isopropylidene-L-threitol 1,4-ditosylate; (4S,5S)-4,5-Bis(tosyloxymethyl)-2,2-dimethyl-1,3-dioxolane; (-)-1,4-Di-O-tosyl-2,3-O-isopropylidene-L-threitol; (-)-2,3-O-异亚丙基-1,4-二-O-甲苯磺酰基-L-苏糖醇; (-)-2,3-O-异亚丙基-L-苏糖醇 1,4-二甲苯磺酸酯; (4S,5S)-4,5-双(甲苯磺酰氧甲基)-2,2-二甲基-1,3-二氧戊环; (-)-1,4-二-O-甲苯磺酰基-2,3-O-异亚丙基-L-苏糖醇

Database IDs

• CAS Number: 37002-45-2
• EC Number: 253-306-3
• MDL Number: MFCD00003212
• Beilstein Number: 99610
• PubChem SID: 162245865; 24867470; 24853555
• PubChem CID: 97439

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 4.361299
• LogD (pH = 7.4): 4.361299
• Log P: 4.361299
• Molar Refractivity: 114.571 cm^3
• Polarizability: 46.74479 Å^3
• Polar Surface Area: 105.2 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 90-92 °C; 90-92 °C(lit.)
• Optical Rotation: [α]20/D -13±1°, c = 8.8% in chloroform; [α]23/D -12.3°, c = 8.8 in chloroform

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (C/S); 97%
• Grade: purum
• Empirical Formula (Hill Notation): C21H26O8S2

DETAILS

Sigma Aldrich - 226297

Packaging
1, 5 g in glass bottle