HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → (S)-22-Carboxy-1-((2,5-dioxopyrrolidin-1-yl)oxy)-1,10,19,24-tetraoxo-3,6,12,15-tetraoxa-9,18,23-triazatritetracontan-43-oic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | C20-Otbu-glu(otbu)-aeea-aeea-osu | HCID 86644531 | — |
| Product | (S)-22-Carboxy-1-((2,5-dioxopyrrolidin-1-yl)oxy)-1,10,19,24-tetraoxo-3,6,12,15-tetraoxa-9,18,23-triazatritetracontan-43-oic acid | HCID 58419214 | — |
Reaction Steps
Alternatively, the acylation reagent can be prepared employing a solid phase method to prepare the intermediate 19-((S)-1-tert-butoxycarbonyl-3-{2-[2-({2-[2-(2,5-dioxo-pyrrolidin-1-yloxycarbonylmethoxy)ethoxy]ethylcarbamoyl}methoxy)ethoxy]ethylcarbamoyl}propylcarbamoyl)nonadecanoic acid tert-butyl ester (alternative name: tBu-EicosanedioylgGlu(OtBu)-OEG-OEG-OH) as described in WO 2009/022005 followed by activation as Nhydroxysuccinimide ester and TFA cleavage (last two steps above).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08791236B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-318b7f296ea540d193b00f8f164ce627 |
| Source note | uspto-grants-2014_07 |