(3aR,7R,7aS)-7-hydroxy-2-phenyl-hexahydro-[1,3]dioxolo[4,5-c]pyran-6-one

• ChemBase ID: 137113
• Molecular Formular: C12H12O5
• Molecular Mass: 236.22068
• Monoisotopic Mass: 236.06847348
• SMILES: c1ccc(cc1)C1O[C@@H]2COC(=O)[C@@H]([C@@H]2O1)O
• Canonical SMILES: O[C@H]1C(=O)OC[C@@H]2[C@H]1OC(O2)c1ccccc1
• InChI: InChI=1S/C12H12O5/c13-9-10-8(6-15-11(9)14)16-12(17-10)7-4-2-1-3-5-7/h1-5,8-10,12-13H,6H2/t8-,9-,10-,12?/m1/s1
• InChIKey: XKMPMXJZFPRETR-HAFPMESGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aR,7R,7aS)-7-hydroxy-2-phenyl-hexahydro-[1,3]dioxolo[4,5-c]pyran-6-one
• IUPAC Traditional name: (3aR,7R,7aS)-7-hydroxy-2-phenyl-tetrahydro-2H-[1,3]dioxolo[4,5-c]pyran-6-one
• Synonyms: 3,4-O-Benzylidene-D-ribonic δ-lactone; 3,4-O-苄烯-D-核糖-δ-内酯

Database IDs

• CAS Number: 20603-45-6
• MDL Number: MFCD08704039
• PubChem SID: 162231378
• PubChem CID: 11535998

CALCULATED PROPERTIES

• Acid pKa: 11.64719
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.0501407
• LogD (pH = 7.4): 1.0501164
• Log P: 1.050141
• Molar Refractivity: 55.6999 cm^3
• Polarizability: 22.762377 Å^3
• Polar Surface Area: 64.99 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 234-236 °C(lit.)
• Optical Rotation: [α]20/D -178°, c = 2.2 in DMF

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C12H12O5