HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 19-(1-tert-Butoxycarbonyl-3-{2-[2-(2-{2-[2-(2,5-dioxo-pyrrolidin-1-yloxycarbonyl)ethoxy]ethoxy}ethoxy)ethoxy]ethylcarbamoyl}propylcarbamoyl)nonadecanoic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-(2,5-Dioxopyrrolidin-1-yl)-1,1,3,3-tetramethylisouronium tetrafluoroborate | HCID 9857522 | — |
| Reactant | 19-{1-tert-Butoxycarbonyl-3-[2-(2-{2-[2-(2-carboxyethoxy)ethoxy]ethoxy}ethoxy)ethylcarbamoyl]propyl-carbamoyl}nonadecanoic acid tert-butyl ester | HCID 87275419 | — |
| Product | 19-(1-tert-Butoxycarbonyl-3-{2-[2-(2-{2-[2-(2,5-dioxo-pyrrolidin-1-yloxycarbonyl)ethoxy]ethoxy}ethoxy)ethoxy]ethylcarbamoyl}propylcarbamoyl)nonadecanoic acid tert-butyl ester | HCID 87275408 | 157.7% |
Reaction Steps
19-{1-tert-Butoxycarbonyl-3-[2-(2-{2-[2-(2-carboxyethoxy)ethoxy]ethoxy}ethoxy)ethylcarbamoyl]propylcarbamoyl}nonadecanoic acid tert-butyl ester (0.68 g crude solution in THF 40 mL, 0.82 mmol) and TSTU (0.296 g, 0.982 mmol) were mixed, pH was adjusted by addition of DIPEA (0.171 mL) and the resulting mixture was stirred at RT overnight. This resulted in a clear solution which was evaporated to dryness and treated with diethylether, which afforded 1.2 g of the title compound as a waxy mass which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09150633B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-8890868fd8644bda81d5c62fb5ce817e |
| Source note | uspto-grants-2015_10 |