(R)-1-PHENYL-2-PROPEN-1-OL synthesis

6synthesis methods

Product Name:(R)-1-PHENYL-2-PROPEN-1-OL
CAS Number:104713-12-4
Molecular formula:C9H10O
Molecular Weight:134.18

300-57-2 Synthesis

300-57-2
212 suppliers
$53.00/25mL

104713-12-4
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$783.44/500MG

Yield:100 % ee

Reaction Conditions:

with hydrogenchloride;ferrocenium(III) tetrafluoroborate;ethylbenzene dehydrogenase in water;tert-butyl alcohol at 30;Enzymatic reaction;enantioselective reaction;

Steps:

2. Experimental section

General procedure: 2.1. Sample preparation Ethylbenzene dehydrogenase was purified from ethylbenzene-grown A. aromaticum cells as previously described [11,23]. The enzyme assays were routinely conducted at an optimum pH of 7.5 at 30 °C in 20 ml of 100 mM Tris/HCl containing 200 μM ferrocenium (III) tetrafluoroborate and ethylbenzene dehydrogenase (100-300 μl of app. 1 mg/ml protein solution). The reactions were initiated by adding 100 μl of a stock solution of the respective substrate in tert-butanol (a list of substrates, their purities and producers is available in the Supporting Information). After an overnight incubation, the reaction mixtures were extracted from the water phase by solid-phase extraction using either C18 Polar Plus (J.T. Baker from Avantor Performance Materials, US) or polystyrene/divinylbenzene (PS/DVB) copolymers solid phase extraction (SPE) columns (Strata-X from Phenomenex, US or the equivalent Chromabond HR-X from Macherey-Nagel, Germany), which were eluted with 0.5 ml of isopropanol. The only exception to the procedure was the 2-ethyl-1H-pyrrole reaction mixtures (22). Due to the high polarity of the product derived from this compound, we were unable to concentrate the sample and exchange the solvent by SPE. Therefore, the enzyme was precipitated by the addition of 50% methanol, and it was removed by centrifugation. The supernatant was directly analyzed by non-chiral reversed-phase (RP)-LC.

References:

Szaleniec, Maciej;Dudzik, Agnieszka;Kozik, Bart?omiej;Borowski, Tomasz;Heider, Johann;Witko, Ma?gorzata [Journal of Inorganic Biochemistry,2014,vol. 139,p. 9 - 20]