HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aluminium lithium hydride → racemic (2'R,3S,4'R)-6-chloro-4'-[5-chloro-2-(2-hydroxy-1,1-dimethyl-ethoxy)-phenyl]-2'-(2,5-difluorophenyl)spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | racemic (2'R,3S,4'R)-6-chloro-4'-[5-chloro-2-(1-ethoxycarbonyl-1-methyl-ethoxy)-phenyl]-2'-(2,5-difluoro phenyl)spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dione | HCID 76568094 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | racemic (2'R,3S,4'R)-6-chloro-4'-[5-chloro-2-(2-hydroxy-1,1-dimethyl-ethoxy)-phenyl]-2'-(2,5-difluorophenyl)spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dione | HCID 76567894 | 3.2% |
Reaction Steps
In a manner similar to the method described in Example 231, racemic (2′R,3S,4′R)-6-chloro-4′-[5-chloro-2-(1-ethoxycarbonyl-1-methyl-ethoxy)-phenyl]-2′-(2,5-difluoro phenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione (200 mg, 0.33 mmol) was reacted with LiAlH4 (63 mg, 1.66 mmol) in THF and the crude product was purified by Prep-HPLC to give title compound as a white solid (6 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07495007B2 |
| Source dataset | uspto-grants-2009_02 |
| ORD ID | ord-dcc48893e0524de7ae1bbd97f6348b70 |
| Source note | uspto-grants-2009_02 |