HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → tert-Butyl 4-{[(4-{[1-(hydroxymethyl)cyclopentyl]methoxy}-1,2-benzisoxazol-3-yl)oxy]methyl}-piperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 69320362 | HCID 69320362 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | tert-Butyl 4-{[(4-{[1-(hydroxymethyl)cyclopentyl]methoxy}-1,2-benzisoxazol-3-yl)oxy]methyl}-piperidine-1-carboxylate | HCID 86622737 | 81% |
Reaction Steps
To a suspension of lithium aluminum hydride (50.7 mg, 1.34 mmol) in diethyl ether (5 mL) was added an ethereal solution (3 mL) of tert-butyl 4-{[(4-{[1-(methoxycarbonyl)cyclopentyl]methoxy}-1,2-benzisoxazol-3-yl)oxy]methyl}piperidine-1-carboxylate (EXAMPLE 51, step 2, 600 mg, 1.23 mmol) at 0° C. After being stirred for 30 min, ethyl acetate was added to the mixture. Then the mixture was washed with 2N hydrochloric acid and brine. The organic layer was dried over magnesium sulfate and concentrated in vacuo to afford 456 mg (81%) of the title compound as a white solid. The crude product was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08816090B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-bdce677457394fc4803ebd38d0767b58 |
| Source note | uspto-grants-2014_08 |