HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 131735290, compound → HCID 131735291, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 131735290 | HCID 131735290 | — |
| Reactant | HCID 131735292 | HCID 131735292 | — |
| Catalyst | Zinc bromide | HCID 10421208 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 131735291 | HCID 131735291 | 100% |
Reaction Steps
To a solution of (S)-tert-butyl 1-(tert-butyldimethylsilyloxy)-3-ethylpent-3-en-2-ylcarbamate (Intermediate 203, 17.2 g, 50.06 mmol) in DCM (300 mL) at room temperature was added zinc bromide (45.1 g, 200.25 mmol). The reaction mixture was stirred for 2 days. The reaction mixture was filtered through fitted funnel and washed with saturated sodium bicarbonate. The aqueous layer was extracted two more times with DCM and the organics were combined, dried over magnesium sulfate, filtered and concentrated to afford the title compound (12.19 g, 100%) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09309245B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-2aed7a10ea704a84ab747ee04f0796a9 |
| Source note | uspto-grants-2016_04 |