HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 16323Erstellt: 25. Oktober 2026
Tetrahydrofuran → tert-butyl [(1R,2S)-2-hydroxy-1-(3,4,5-trifluorophenyl)propyl]carbamate
https://huagongshe.com/reaction/16323
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Tetrahydrofuran | HCID 8028 | — |
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | Carbonic acid, bis(1,1-dimethylethyl) ester | HCID 10219638 | — |
| Edukt | (1R,2S)-1-azido-1-(3,4,5-trifluorophenyl)propan-2-ol | HCID 86612610 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | tert-butyl [(1R,2S)-2-hydroxy-1-(3,4,5-trifluorophenyl)propyl]carbamate | HCID 68717988 | 86,3% |
Reaktionsschritte
In nitrogen atmosphere, triphenylphosphine (5.85 g) was added to a THF solution (75 mL) of (1R,2S)-1-azido-1-(3,4,5-trifluorophenyl)propan-2-ol (5.16 g). This reaction solution was stirred at room temperature for 10 min, then water (5 mL) was added the reaction solution. This mixture was stirred at 60° C. for 3.5 hr. The reaction solution was cooled to room temperature, and then di-tert-butylcarbonate (5.35 g) was added to the reaction solution. The resulting reaction solution was stirred at room temperature for 45 min and then concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (toluene:ethyl acetate=9:1) to give 5.88 g of the title compound. The physical property values of this compound were as follows:
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07737141B2 |
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| Quelldatensatz | uspto-grants-2010_06 |
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| ORD ID | ord-9b929db65e1f4d39ba38def4d69f12d7 |
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| Quellennotiz | uspto-grants-2010_06 |
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