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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 532119Generated: November 3, 2026

Trimethylsilyl iodide → (S)-4-amino-2-[1-(3-ethoxy-4-hydroxy-phenyl)-2-methanesulfonyl-ethyl]-5-hydroxy-isoindole-1,3-dione

https://huagongshe.com/reaction/532119

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilyl iodideHCID 85247—
Reactant(S)-4-amino-2-[1-(3-ethoxy-4-methoxy-phenyl)-2-methanesulfonyl-ethyl]-5-hydroxy-isoindole-1,3-dioneHCID 68088703—
SolventDichloromethaneHCID 6344—
SolventSodium chloride; waterHCID 57417360—
Product(S)-4-amino-2-[1-(3-ethoxy-4-hydroxy-phenyl)-2-methanesulfonyl-ethyl]-5-hydroxy-isoindole-1,3-dioneHCID 68088839—

Reaction Steps

To a stirred solution of (S)-4-amino-2-[1-(3-ethoxy-4-methoxy-phenyl)-2-methanesulfonyl-ethyl]-5-hydroxy-isoindole-1,3-dione (1 mmol) in anhydrous CH2Cl2 (20 mL), is added iodotrimethylsilane (6 mmol). The mixture is stirred at room temperature for 24 hours. This mixture is diluted with brine (20 mL) and is extracted with CH2Cl2 (2×30 mL). The extracts are combined, and the solvent is removed in vacuo to give crude (S)-4-amino-2-[1-(3-ethoxy-4-hydroxy-phenyl)-2-methanesulfonyl-ethyl]-5-hydroxy-isoindole-1,3-dione. The product is purified by column chromatography.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853175B2
Source datasetuspto-grants-2014_10
ORD IDord-09724ddea3de4fb1b1b793ae830a32ec
Source noteuspto-grants-2014_10