HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 1-tert-Butyl 18-(2,5-dioxopyrrolidin-1-yl) octadecanedioate
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 | Octadecanedioic acid, mono(1,1-dimethylethyl) ester | HCID 27282472 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-tert-Butyl 18-(2,5-dioxopyrrolidin-1-yl) octadecanedioate | HCID 58249213 | 29% |
Reaction Steps
To a solution of mono-tert-butyl octadecanedioate (1,00 g, 2.7 mmol) in dry THF (8 ml), was added DIPEA (0,555 ml, 3.2 mmol) followed by TSTU (1,00 g, 3.2 mmol). The reaction mixture was stirred under nitrogen for 18 h. The solvent had evaporated. AcOEt was added to the residue and the resulting suspension was filtered. The filtrate was washed with cold 0.1 M HCl (2×) and water, dried and concentrated to give succinimidyl tert-butyl octadecandioate as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08828923B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-16fecb24f7d54ed6b70f03642d1087c7 |
| Source note | uspto-grants-2014_09 |