(2S)-2-(benzyloxy)-3-[(4-methylbenzenesulfonyl)oxy]propan-1-ol

• ChemBase ID: 156135
• Molecular Formular: C17H20O5S
• Molecular Mass: 336.4027
• Monoisotopic Mass: 336.10314474
• SMILES: Cc1ccc(cc1)S(=O)(=O)OC[C@H](CO)OCc1ccccc1
• Canonical SMILES: OC[C@@H](COS(=O)(=O)c1ccc(cc1)C)OCc1ccccc1
• InChI: InChI=1S/C17H20O5S/c1-14-7-9-17(10-8-14)23(19,20)22-13-16(11-18)21-12-15-5-3-2-4-6-15/h2-10,16,18H,11-13H2,1H3/t16-/m0/s1
• InChIKey: MMMHRPOWTOVARP-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-(benzyloxy)-3-[(4-methylbenzenesulfonyl)oxy]propan-1-ol
• IUPAC Traditional name: (2S)-2-(benzyloxy)-3-[(4-methylbenzenesulfonyl)oxy]propan-1-ol
• Synonyms: (S)-2-Benzyloxy-3-(p-toluenesulfonyloxy)-1-propanol; 2-Benzyl-sn-glycerol 1-tosylate; (S)-2-Benzyloxy-1,3-propanediol 1-(p-toluenesulfonate); (S)-2-苄氧基-3-(对甲苯磺酰氧基)-1-丙醇; 2-苄基-sn-甘油 1-甲苯磺酸酯; (S)-2-苄氧基-1,3-丙二醇 1-(对甲苯磺酸酯)

Database IDs

• CAS Number: 109371-30-4
• MDL Number: MFCD00145215
• Beilstein Number: 4818858
• PubChem SID: 162250273; 24848327
• PubChem CID: 13678405

CALCULATED PROPERTIES

• Acid pKa: 14.5989
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.0926974
• LogD (pH = 7.4): 3.0926974
• Log P: 3.0926974
• Molar Refractivity: 87.8226 cm^3
• Polarizability: 35.198048 Å^3
• Polar Surface Area: 72.83 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 40-43 °C
• Optical Rotation: [α]20/D -34±2°, c = 1% 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: ≥99.0% (sum of enantiomers, HPLC)
• Grade: puriss.
• Empirical Formula (Hill Notation): C17H20O5S