(S)-(+)-Methyl mandelate

white crystalline powder

General procedure: To a stirred solution at -30 °C of 0.1 mol of the appropriate α-acetoxy or α-hydroxy acid in 200 mL of dry methanol, 8.1 mL (13.05 g, 0.11 mol) of thionyl chloride were added slowly. The solution was stirred at -30 °C for further 15 min, and then left for 48 h at room temperature. Then, the solvent was evaporated under reduced pressure. The mixture was alkalized to pH 9 with an NaHCOA MeOH (30 mL) solution of (S)-mandelic acid (1.52 g, 10 mmol) and HEXAMPLES B13-B24; Hydrogenation of methyl phenylketoacetate [0087]; The procedure of Example B1 is followed using methyl phenylketoacetate. The results are reported in Table 2.EXAMPLES B13-B24; Hydrogenation of methyl phenylketoacetate [0087]; The procedure of Example B1 is followed using methyl phenylketoacetate. The results are reported in Table 2.The substrate to be hydrogenated (1 mmol) is then dissolved in 2 ml of hydrogenation solvent (of the alcohol or halogenated type, such as dichloromethane) and placed in an autoclave in the presence of the catalyst under the desired hydrogen pressure and at the desired temperature.Examples B13 - B24: Hydrogenation of methyl phenylketoacetate[0052] The procedure of Example B1 is followed using methyl phenylketoacetate. The results are reported in Table 2.Examples B13 - B24: Hydrogenation of methyl phenylketoacetate[0052] The procedure of Example B1 is followed using methyl phenylketoacetate. The results are reported in Table 2.General procedure: For a typical experiment, 0.14 g glucose (7.6 × 10The experimental procedure is similar to that of Example DI. 2.53 mmol of starting material are always used, and the ratio of substrate to catalyst (sic) is always 200. The reaction parameters and the results are summarized in Table I below.In Examples 5, 11, 16 and 20, toluene (10 ml) is used as solvent. In Examples 6 to 8, 12, 13, 17, 18, 21 and 22, ethanol (10 ml, in Examples 6 and 17 9.5 ml) is used as solvent. In Examples 9, 10, 14, 15 and 19, methanol (10 ml) is used as solvent.EXAMPLES B13-B24; Hydrogenation of methyl phenylketoacetate [0087]; The procedure of Example B1 is followed using methyl phenylketoacetate. The results are reported in Table 2.EXAMPLES B13-B24; Hydrogenation of methyl phenylketoacetate [0087]; The procedure of Example B1 is followed using methyl phenylketoacetate. The results are reported in Table 2.EXAMPLES B13-B24; Hydrogenation of methyl phenylketoacetate [0087]; The procedure of Example B1 is followed using methyl phenylketoacetate. The results are reported in Table 2.EXAMPLES B13-B24; Hydrogenation of methyl phenylketoacetate [0087]; The procedure of Example B1 is followed using methyl phenylketoacetate. The results are reported in Table 2.EXAMPLES B13-B24; Hydrogenation of methyl phenylketoacetate [0087]; The procedure of Example B1 is followed using methyl phenylketoacetate. The results are reported in Table 2.

Molecular Weight:166.17
XLogP3:1.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:166.062994177
Monoisotopic Mass:166.062994177
Topological Polar Surface Area:46.5
Heavy Atom Count:12
Complexity:150
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes