HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 34115Erstellt: 23. Oktober 2026
Triethylamine → N'-[2-(tert-butoxycarbonyl-methyl-amino)-acetyl]-N'-methyl-hydrazine carboxylic acid benzyl ester
https://huagongshe.com/de/reaction/34115
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Isobutyl chloroformate | HCID 62365 | — |
| Edukt | Glycine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl- | HCID 83692 | — |
| Edukt | N'-methyl(benzyloxy)carbohydrazide hydrochloride | HCID 24801390 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | N'-[2-(tert-butoxycarbonyl-methyl-amino)-acetyl]-N'-methyl-hydrazine carboxylic acid benzyl ester | HCID 68932096 | — |
Reaktionsschritte
2.1 g of (tert-butoxycarbonyl-methyl-amino)-acetic acid was dissolved in 150 mL of tetrahydrofuran, and 4.64 mL of triethylamine and 1.51 mL of isobutyl chloroformate were added under stirring at ice-cooling. After stirring at room temperature for 10 minutes, N′-methyl-hydrazine carboxylic acid benzyl ester hydrochloride was added and stirred at room temperature for 50 minutes. The reaction solution was added with water, extracted with ethyl acetate, and the resultant organic layer was washed with saturated brine and dried over magnesium sulfate. The solvent was evaporated, followed by purification by silica gel column chromatography (ethyl acetate:n-hexane=1:1), to afford 3.2 g of N′-[2-(tert-butoxycarbonyl-methyl-amino)-acetyl]-N′-methyl-hydrazine carboxylic acid benzyl ester. Subsequently, by conducting catalytic hydrogen reduction in accordance with Production example 365, 1.9 g of the title compound was obtained.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07429609B2 |
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| Quelldatensatz | uspto-grants-2008_09 |
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| ORD ID | ord-3f5ffaef3d664f8ea002ee0785d41ddf |
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| Quellennotiz | uspto-grants-2008_09 |
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