| Identification | More | [Name]
3-(2-Methoxy-5-methylphenyl)-3-phenyl propanol | [CAS]
124937-73-1 | [Synonyms]
3-(2-METHOXY-5-METHYLPHENYL)-3-PHENYLPROPANOL
3-(2-METHOXY-5-METHYLPHENYL)-3-PHENYLPROPANOL (50% TOLUNE solution)
3-(2-Methoxy-5-Methylphenyl)-3-Phenyl-1-Propanol
3-(2-Methoxy-5-methylphenyl)-3-Phenyl-1-Propanol(forTolterodine)
3-(2-METHOXY-5-METHYLPHENYL)-3-PHENYL PROPANOL (FOR TOLTERODINE)
3-(2-Methoxy-5-methylphenyl)-3-phenyl propanol
3-(2-METHOXY-5-METHYLPHENYL)-3-PHENYL-1-PROPANOL (FOR TOLTERODINE),99.0%
3-(-2Methoxy-5-methyl-phenyl)-3-phenyl-propan-1-ol | [Molecular Formula]
C17H20O2 | [MDL Number]
MFCD08063882 | [Molecular Weight]
256.34 | [MOL File]
124937-73-1.mol |
| Chemical Properties | Back Directory | [Boiling point ]
413.8±33.0 °C(Predicted) | [density ]
1.066±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
14.94±0.10(Predicted) | [Major Application]
pharmaceutical (small molecule) | [InChI]
1S/C17H20O2/c1-13-8-9-17(19-2)16(12-13)15(10-11-18)14-6-4-3-5-7-14/h3-9,12,15,18H,10-11H2,1-2H3 | [InChIKey]
OCGTUTJXBDQGKL-UHFFFAOYSA-N | [SMILES]
O(C)c1c(cc(cc1)C)C(CCO)c2ccccc2 | [CAS DataBase Reference]
124937-73-1(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Uses]
2-Methoxy-5-methyl-γ-phenylbenzenepropanol is a related compound to Tolterodine (T535795), a muscarinic receptor antagonist. Used in the treatment of urinary incontinence. | [Synthesis]
General procedure for the synthesis of 3-(2-methoxy-5-methylphenyl)-3-phenylpropanol from 3-(2-methoxy-5-methylphenyl)-3-phenyl-1-propanol: Over a period of 2 hours, 0.5 kg of 3-(2-methoxy-5-methylphenyl)-3-phenylpropanoic acid dissolved in 2.0 L of tetrahydrofuran was added slowly and dropwise to 0.105 kg of sodium borohydride containing a 0.5 L of tetrahydrofuran suspension. After the dropwise addition, the reaction mixture was stirred at room temperature for 2 hours. Subsequently, 0.177 kg of methanesulfonic acid was slowly added over 1 hour. After addition, stirring was continued at room temperature for 1 hour. The reaction mixture was heated to 65-70°C and stirring was maintained for 8-10 hours. Upon completion of the reaction, it was cooled to 0-5 °C. The pH of the reaction mixture was adjusted to 2-3 with 0.25 L of aqueous 1 M hydrochloric acid, followed by extraction with ethyl acetate (1 L x 2). The organic layers were combined and washed sequentially with 2.0 L of water and 2.0 L of saturated saline. The solvent was removed by distillation under reduced pressure (30-40 mmHg) to give 3-(2-methoxy-5-methylphenyl)-3-phenyl-1-propanol (yield: 0.462 kg, 97% yield). The purity of the product was >95% by HPLC analysis. | [References]
[1] Patent: WO2010/46801, 2010, A2. Location in patent: Page/Page column 16
[2] Patent: WO2010/92500, 2010, A2. Location in patent: Paragraph 157-164 |
|
|