HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Hydroxysuccinimide → HCID 44622261, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Hydroxysuccinimide | HCID 80170 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | HCID 44622260 | HCID 44622260 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | HCID 44622261 | HCID 44622261 | — |
Reaction Steps
tert-Butyl 3-{2-[2-(2-Methoxyethoxy)ethoxy]ethoxy}propionate (131 mg, 0.45 mmol) was dissolved in trifluoroacetic acid and left at room temperature for 1 hour. The solvent was removed in vacuo and residual trifluoroacetic acid was removed by evaporation from dioxane. The deprotected intermediate was dissolved in dichloromethane and treated with N-hydroxysuccinimide (57 mg, 0.49 mmol) and ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (86 mg, 0.45 mmol) and stirred at room temperature overnight. The reaction mixture was diluted with dichloromethane and washed twice with water. The organic phase was dried over MgSO4 and concentrated in vacuo to provide 122 mg (82%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08987197B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-8c65e82aefd9445e917e0f2370d0f597 |
| Source note | uspto-grants-2015_03 |