HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → HCID 87130162, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | tert-Butyl (2-hydroxypent-4-en-1-yl)carbamate | HCID 71337422 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 87130162 | HCID 87130162 | 36.1% |
Reaction Steps
Rac-(2-hydroxy-pent-4-enyl)-carbamic acid tert-butyl ester (5 g, 24.8 mmol; prepared according to Tetrahedron Lett. (2006), 47, 3295) was added dropwise to a mixture of TBDMSCl (3.7 g, 1 eq.) and imidazole (1.7 g, 1 eq.) in THF (55 mL). The mixture was stirred at rt overnight, filtered and the filtrate washed with water and brine, dried over MgSO4 and concentrated. The residue was purified by FC (Hept/EA:1, EA) to give the title intermediate as a colourless oil (2.8 g, 36% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08114867B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-238c0862a9f049a19b0e98cf9cee195e |
| Source note | uspto-grants-2012_02 |