HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 880269Erstellt: 25. Oktober 2026
Triethylamine → tert-butyl 3-((3-(3,4-dihydroisoquinolin-2(1H)-yl)-2-hydroxypropyl) carbamoyl)benzyl(tetrahydro-2H-pyran-4-yl)carbamate
https://huagongshe.com/reaction/880269
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Edukt | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Edukt | 1-amino-3-(3,4-dihydroisoquinolin-2(1H)-yl)propan-2-ol | HCID 16790720 | — |
| Edukt | 3-(((tert-butoxycarbonyl)(tetrahydro-2H-pyran-4-yl)amino)methyl)benzoic acid | HCID 90238164 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | tert-butyl 3-((3-(3,4-dihydroisoquinolin-2(1H)-yl)-2-hydroxypropyl) carbamoyl)benzyl(tetrahydro-2H-pyran-4-yl)carbamate | HCID 90242308 | 75,1% |
Reaktionsschritte
To a solution of 3-(((tert-butoxycarbonyl)(tetrahydro-2H-pyran-4-yl)amino)methyl)benzoic acid (300 mg, 0.89 mmol) in DCM (8 mL) was added EDCI (257 mg, 1.34 mmol), HOBt (181 mg, 1.34 mmol), Et3N (270 mg, 2.67 mmol) and 1-amino-3-(3,4-dihydroisoquinolin-2(1H)-yl)propan-2-ol (183 mg, 0.89 mmol). The mixture was stirred at 25° C. for 16 h. The reaction solution was washed with water and extracted with DCM. The organic layer was concentrated to give the title product (350 mg, Yield 65%). LCMS (m/z): 524.3 (M+1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08993555B2 |
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| Quelldatensatz | uspto-grants-2015_03 |
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| ORD ID | ord-4aad602648884e4e925c0a910d3d9313 |
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| Quellennotiz | uspto-grants-2015_03 |
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