HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 58867Erstellt: 26. Oktober 2026
Trifluoroacetic acid → (2S,3R)-benzyl 2-amino-3-hydroxy-3-(4-methoxyphenyl)propanoate
https://huagongshe.com/reaction/58867
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Trifluoroacetic acid | HCID 6422 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | Benzyl (2S,3R)-2-(Boc-amino)-3-hydroxy-3-(4-methoxyphenyl)propanoate | HCID 131737022 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | (2S,3R)-benzyl 2-amino-3-hydroxy-3-(4-methoxyphenyl)propanoate | HCID 117607803 | 101,8% |
Reaktionsschritte
To (2S,3R)-benzyl 2-((tert-butoxycarbonyl)amino)-3-hydroxy-3-(4-methoxyphenyl)propanoate (3.0 g, 7.5 mmol) in DCM (30 mL) was added TFA (15 mL) and the mixture was stirred at 0° C. After 30 min it was diluted with DCM (100 mL). Saturated aqueous NaHCO3 (100 mL) was added and the two layers were separated. The aqueous layer were extracted with DCM (100 mL×2) and the combined organics were dried over anhydrous sodium sulfate and concentrated to afford crude (2S,3R)-benzyl 2-amino-3-hydroxy-3-(4-methoxyphenyl)propanoate (2.3 g, quant.) as an oil, which was used directly in the next step without further purification.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09434761B2 |
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| Quelldatensatz | uspto-grants-2016_09 |
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| ORD ID | ord-c75d3cc5061c4a09b85a397049c27247 |
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| Quellennotiz | uspto-grants-2016_09 |
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