HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1061653Generated: November 2, 2026
Ethanol → (2RS,3S)-3-(Benzyloxycarbonyl)amino-4-phenyl-1,2-butanediol
https://huagongshe.com/reaction/1061653
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Lithium Bromide | HCID 82050 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | Isopropyl (2RS,3S)-3-(benzyloxycarbonyl)amino-2-hydroxy-4-phenylbutyrate | HCID 60073836 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (2RS,3S)-3-(Benzyloxycarbonyl)amino-4-phenyl-1,2-butanediol | HCID 60073850 | — |
Reaction Steps
Ethanol (1 ml) and lithium bromide (36.7 mg) are added to a solution of isopropyl (2RS,3S)-3-(benzyloxycarbonyl)amino-2-hydroxy-4-phenylbutyrate (150 mg, Reference compound No. 13-1) in tetrahydrofuran (1 ml). The mixture is cooled with ice, sodium borohydride (42.1 mg) is added to the mixture, and the temperature is raised to room temperature. The whole is stirred overnight, water is added thereto, and the whole is further stirred for one hour. The reaction mixture is concentrated under reduced pressure, and the resulting residue is extracted with ethyl acetate. The extract is washed with saturated brine and dried over anhydrous magnesium sulfate. The extract is concentrated under reduced pressure to give the titled reference compound (105 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06960575B2 |
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| Source dataset | uspto-grants-2005_11 |
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| ORD ID | ord-8aad0e06e2514dcc847015f7deb1eda7 |
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| Source note | uspto-grants-2005_11 |
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