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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 504514Generated: November 4, 2026

Toluene → HCID 57750214, compound

https://huagongshe.com/reaction/504514

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantDiisobutylaluminum hydrideHCID 14487—
ReactantHCID 59428086HCID 59428086—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57750214HCID 5775021447.3%

Reaction Steps

At 0° C., to a solution of chiral (2′S,3S,4′R)-6-chloro-4′-[5-chloro-2-(2-methanesulfonylamino-1,1-dimethyl-2-oxo-ethoxy)-phenyl]-2′-(5-fluoro-2-methyl-phenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione (20 mg, 0.03 mmol) prepared in Example 12b in THF (1 mL) was added a toluene solution (1 M) of DIBALH (0.18 mL, 0.18 mmol) in one portion. After stirred for 0.5 h, the mixture was quenched with water. Then the mixture was filtered and the filtrate was concentrated. The residue was purified by Prep-HPLC to give the title compound as a white solid (9 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07776875B2
Source datasetuspto-grants-2010_08
ORD IDord-73ff316163d8483ea2c9e0ecacb03928
Source noteuspto-grants-2010_08