HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 131718966, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Pivaloyl chloride | HCID 62493 | — |
| Reactant | L-Prolinol | HCID 640091 | — |
| Reactant | HCID 131718967 | HCID 131718967 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 131718966 | HCID 131718966 | 59% |
Reaction Steps
3-(Indan-2-ylacetyl)-L-thioproline (11.7 g) and triethylamine (5.6 ml) were dissolved in 100 ml of methylene chloride, followed by dropwise addition of 4.95 g of pivaloyl chloride under agitation while cooling in ice for 15 minutes. Subsequently, 4.05 g of L-prolinol and 5.6 ml of triethylamine were added dropwise and stirred at room temperature for another one hour. The reaction solution were washed in 1N HCl, saturated aqueous solution of sodium bicarbonate and saturated sodium chloride solution, dried over anhydrous magnesium sulfate, followed by distillation of the solvent under reduced pressure. The resulting residue was purified by column chromatography to obtain 8.80 g of 1-[3-(indan-2-ylacetyl)-L-thioprolyl]-L-prolinol. Yield; 59%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05407950 |
| Source dataset | uspto-grants-1995_04 |
| ORD ID | ord-a4374bf80634444ea03c13529615f835 |
| Source note | uspto-grants-1995_04 |