Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 23067106 | HCID 23067106 | — |
| Product | HCID 69219589 | HCID 69219589 | — |
Reaction Steps
To 372 mL of water were added 37.20 g (0.13 mol) of methyl (±)-3-benzylamino-3-(p-tolyl)propionate and 11.03 g (0.13 mol) of sodium hydrogen carbonate, and the mixture was maintained at 30° C. To the resulting mixture was added 186 mg of lipase (CAL; available from Roche, CHIRAZYME L-2 (trade name)) originated from Candida antarctica at the same temperature, and the mixture was reacted at 30° C. while stirring. After 8.5 hours, at the time when the conversion rate of the starting materials reached 39.4%, the reaction mixture was filtered to obtain a solid state product. To the resulting product was added 200 ml of toluene and the mixture was stirred at room temperature for 2 hours, then, filtered and dried to obtain 11.11 g (Isolated yield based on methyl (±)-3-benzylamino-3-(4-fluorophenyl)propionate=31.4%) of 3-(R) or (S)-benzylamino-3-(p-tolyl)propionic acid as white crystal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07449325B2 |
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| Source dataset | uspto-grants-2008_11 |
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| ORD ID | ord-1798fb825fdd447391f7423a0b49d604 |
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| Source note | uspto-grants-2008_11 |
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