[(2R,3S,5S)-5-chloro-3-(4-methylbenzoyloxy)oxolan-2-yl]methyl 4-methylbenzoate

• ChemBase ID: 133472
• Molecular Formular: C21H21ClO5
• Molecular Mass: 388.84144
• Monoisotopic Mass: 388.10775145
• SMILES: Cc1ccc(cc1)C(=O)OC[C@@H]1[C@H](C[C@@H](O1)Cl)OC(=O)c1ccc(cc1)C
• Canonical SMILES: Cc1ccc(cc1)C(=O)OC[C@H]1O[C@H](C[C@@H]1OC(=O)c1ccc(cc1)C)Cl
• InChI: InChI=1S/C21H21ClO5/c1-13-3-7-15(8-4-13)20(23)25-12-18-17(11-19(22)26-18)27-21(24)16-9-5-14(2)6-10-16/h3-10,17-19H,11-12H2,1-2H3/t17-,18+,19+/m0/s1
• InChIKey: FJHSYOMVMMNQJQ-IPMKNSEASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,5S)-5-chloro-3-(4-methylbenzoyloxy)oxolan-2-yl]methyl 4-methylbenzoate
• IUPAC Traditional name: [(2R,3S,5S)-5-chloro-3-(4-methylbenzoyloxy)oxolan-2-yl]methyl 4-methylbenzoate
• Synonyms: 3,5-Di-O-(p-toluyl)-2-deoxy-D-ribofuranosyl chloride

Database IDs

• CAS Number: 4330-21-6
• EC Number: 224-367-3
• MDL Number: MFCD00079148
• PubChem SID: 24894099; 162227749
• PubChem CID: 12907236

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 5.809634
• LogD (pH = 7.4): 5.809634
• Log P: 5.809634
• Molar Refractivity: 101.7142 cm^3
• Polarizability: 39.64123 Å^3
• Polar Surface Area: 61.83 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ~90%

DETAILS

Sigma Aldrich - D7283

Application
3,5-Di-O-(p-toluyl)-2-deoxy-D-ribofuranosyl is used as a precursor for the synthesis of unnatural β-D-ribofuranosyl containing nucleosides and nucleotides.