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CAS No. : | 13244-78-5 | MDL No. : | MFCD00798432 |
Formula : | C8H8O4 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | YHXHKYRQLYQUIH-SSDOTTSWSA-N |
M.W : | 168.15 | Pubchem ID : | 440639 |
Synonyms : |
|
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: sodium amalgam; water 2: durch Krystallisation des Cinchoninsalzes aus Wasser | ||
99.9 % ee | With (R)-ketoacid reductase from Saccharomyces cerevisiae ZJB5074; glycerol In aq. phosphate buffer at 30℃; Enzymatic reaction; enantioselective reaction; | |
90 % ee | With glucose dehydrogenase; alpha-D-glucopyranose; BgADH2 enzyme; nicotinamide adenine dinucleotide phosphate In water at 30℃; Enzymatic reaction; enantioselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With hydrogenchloride; sodium hydroxide; potassium carbonate In methanol; ice-water; N,N-dimethyl-formamide | R.3 2-[(2S)-2-[[(2R)-2-(4-Benzyloxyphenyl)-2-hydroxyethyl]-amino]-1,2,3,4-tetrahydronaphthalen-7-yloxy]-N,N-dimethylacetamide Reference Example 3 2-[(2S)-2-[[(2R)-2-(4-Benzyloxyphenyl)-2-hydroxyethyl]-amino]-1,2,3,4-tetrahydronaphthalen-7-yloxy]-N,N-dimethylacetamide (R)-4-Hydroxymandelic acid (2.02 g) was dissolved in N,N-dimethylformamide (24 ml), and benzyl bromide (3.57 ml) and potassium carbonate (3.65 g) were added to the solution at room temperature with stirring. After reaction for 12 hours, ice-water was poured into the reaction mixture and the resulting precipitates were collected by filtration. The precipitates were suspended in methanol (24 ml) and 1N aqueous sodium hydroxide solution (12 ml) was added to the suspension under ice-cooling with stirring. After reaction at room temperature for 2 hours, 1N hydrochloric acid (12 ml) was added to the reaction mixture under ice-cooling with stirring. Collection by filtration of the resulting precipitates gave (R)-4-benzyloxymandelic acid (2.43 g) having a melting point of 161-163° C. IR (KBr): 3439, 1733 cm-1 1 H-NMR (DMSO-d6) δ ppm: 4.96 (1H, s), 5.10 (2H, s), 5.75 (1H, br), 6.95-7.05 (2H, m), 7.25-7.50 (7H, m), 12.52 (1H, br) |
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