HuagongsheHuagongshe Chemistry Print Report · For research reference only
Borane;tetrahydrofuran → Tert-butyl 3-hydroxy-1-(thiophen-3-yl)propylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Borane;tetrahydrofuran | HCID 2723981 | — |
| Reactant | 3-((tert-Butoxycarbonyl)amino)-3-(thiophen-3-yl)propanoic acid | HCID 2764536 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Tert-butyl 3-hydroxy-1-(thiophen-3-yl)propylcarbamate | HCID 59161739 | — |
Reaction Steps
To (±)-2-(tert-butoxycarbonylamino)-2-(thiophen-3-yl)propanoic acid (E4) in THF at 0° C. is added BH3-THF dropwise. The solution is allowed to warm to room temperature and stirred for an additional 2 hours. The solution is cooled to 0° C., quenched with AcOH (10%)/MeOH, and evaporated. Column chromatography (SiO2, EtOAc) gives pure tert-butyl 3-hydroxy-1-(thiophen-3-yl)propylcarbamate (E73A).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08153656B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-824d2324149148a6b8cd77fdffa4c5ac |
| Source note | uspto-grants-2012_04 |