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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 350535Generated: October 31, 2026

Triphenylphosphine → Ethyl 3-methoxy-4-[2-methyl-2-(benzyloxycarbonyl)aminoethoxy]benzoate

https://huagongshe.com/reaction/350535

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantEthyl vanillateHCID 12038—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
ReactantN-Cbz-N-methyl-2-aminoethanolHCID 13279869—
SolventTetrahydrofuranHCID 8028—
ProductEthyl 3-methoxy-4-[2-methyl-2-(benzyloxycarbonyl)aminoethoxy]benzoateHCID 23512341—

Reaction Steps

To a stirred solution of ethyl 4-hydoxy-3-methoxybenzoate (2.01 g, 10.25 mmol), N-methyl-N-(benzyloxycarbonyl)ethanolamine (2.11 g, 10.08 mmol), PPh3 (3.26 g, 12.43 mmol) in THF was added DIAD (2.65 mL, 13.46 mmol) and the reaction mixture was heated under reflux overnight. The mixture was evaporated, and the residue was subjected to short column chromatography on silica-gel with n-hexane/EtOAc (5:1, v/v) as eluent to give ethyl 3-methoxy-4-[2-methyl-2-(benzyloxycarbonyl)aminoethoxy]benzoate as a crude product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07179819B2
Source datasetuspto-grants-2007_02
ORD IDord-ecd940ddecda448d93e0bcbc9ea2310b
Source noteuspto-grants-2007_02