Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 86752361 | HCID 86752361 | — |
| Reactant | HCID 178506878 | HCID 178506878 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67641967 | HCID 67641967 | — |
Reaction Steps
A solution of 2-hydroxy-4-phenyl-3-[((phenylmethoxy)carbonyl)amino]butanoic acid, N-methoxy-N-methylamide (372 mg, 1.0 mmol) in tetrahydrofuran is cooled to -78° C. and ethyl lithioacetate (72 mg, 3.0 mmol) is added. The solution is stirred at -78° C. for 1 hour, allowed to warm to room temperature, stirred for 1 hour and poured into dilute HCl. The product is extracted by ethyl acetate (3×150 ml) and the combined organic extracts are washed with NaHCO3, dried over Na2SO4 and the solvent removed in vacuo. The crude product is purified by flash chromatography on silica gel.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05736520 |
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| Source dataset | uspto-grants-1998_04 |
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| ORD ID | ord-1e62fe412d9f4877bd3513f98cfc083c |
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| Source note | uspto-grants-1998_04 |
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