HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 83575Erstellt: 23. Oktober 2026
N-[2-(tert-Butyldimethylsilanyloxymethyl)allyl]-2-diazo-N-(2,4-dimethoxybenzyl)acetamide → 5-(Tert-butyldimethylsilanyloxymethyl)-3-(2,4-dimethoxybenzyl)-3-azabicyclo[3.1.0]hexan-2-one
https://huagongshe.com/de/reaction/83575
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | N-[2-(tert-Butyldimethylsilanyloxymethyl)allyl]-2-diazo-N-(2,4-dimethoxybenzyl)acetamide | HCID 123927604 | — |
| Katalysator | Acetic acid, rhodium(2+) salt | HCID 21674 | — |
| Lösungsmittel | (Trifluoromethyl)benzene | HCID 7368 | — |
| Produkt | 5-(Tert-butyldimethylsilanyloxymethyl)-3-(2,4-dimethoxybenzyl)-3-azabicyclo[3.1.0]hexan-2-one | HCID 89465864 | 35,4% |
Reaktionsschritte
Under argon atmosphere, to a solution of N-[2-(tert-butyldimethylsilanyloxymethyl)allyl]-2-diazo-N-(2,4-dimethoxybenzyl)acetamide (43 mg) in benzotrifluoride (0.4 ml) was added rhodium (II) acetate dimer dihydrate (2.4 mg) at room temperature, and the mixture was stirred at 50° C. for 24 hours. This reaction mixture was concentrated under reduced pressure, the resulting residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=2/1) to give the titled compound (14.2 mg).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08846746B2 |
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| Quelldatensatz | uspto-grants-2014_09 |
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| ORD ID | ord-b73ca5ad23e647a18625f7baa899dd65 |
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| Quellennotiz | uspto-grants-2014_09 |
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