Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | tert-butyl (2RS,3SR)-3-hydroxy-2-{5-(phenylcarbamoyl)-2-furylmethyl}butanoate | HCID 86755322 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 18794915 | HCID 18794915 | 64.6% |
Reaction Steps
3.0 g of tert-butyl (2RS,3SR)-3-hydroxy-2-{5-(phenylcarbamoyl)-2-furylmethyl}butanoate [the compound prepared in Reference Example 3(2)] in 30 ml of tetrahydrofuran was stirred together with 1.09 g of lithium borohydride at room temperature for 2 hours. The reaction solution was cooled to 0° C., mixed with 2N hydrochloric acid and extracted with ethyl acetate, and the organic layer was dried over anhydrous magnesium sulfate. The desiccant was filtered off, and the solvent was distilled off under reduced pressure to give 1.56 g of the title compound as a colorless oily substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06048894 |
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| Source dataset | uspto-grants-2000_04 |
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| ORD ID | ord-94a7efa76333450daf13f63ed25224ae |
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| Source note | uspto-grants-2000_04 |
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