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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2405243Generated: October 30, 2026

Triphenylphosphine → 2-{3-[2-(3-Chloro-phenyl)-ethoxy]-4-methyl-benzoylamino}-indane-2-carboxylic acid

https://huagongshe.com/reaction/2405243

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant3-Hydroxy-4-methylbenzoic acidHCID 68512—
Reactantm-Chlorophenethylic alcoholHCID 78856—
Reactant2-Aminoindane-2-carboxylic acidHCID 250936—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
SolventTetrahydrofuranHCID 8028—
Product2-{3-[2-(3-Chloro-phenyl)-ethoxy]-4-methyl-benzoylamino}-indane-2-carboxylic acidHCID 44482419—

Reaction Conditions

Temperature0 °C

Reaction Steps

The synthesis was carried out on 0.15 g of PL Wang resin (1.7 mmol/g). The attachment of 2-amino-indane-2-carboxylic acid and the acylation with 3-hydroxy-4-methylbenzoic acid were performed as in described in example 173. After the acylation step, the resin was washed with THF and a solution of triphenylphosphine (10 equivalents) and 2-(3-chlorophenyl)-ethanol (10 equivalents) in THF was added to the resin. The slurry was cooled to 0° C., DIAD (10 equivalents) was added to the cooled mixture, and the reaction mixture was shaken overnight at room temperature. The resin was washed with DCM. The compound was cleaved, isolated and purified as in described in example 173. Yield: 2.3 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08802720B2
Source datasetuspto-grants-2014_08
ORD IDord-853ef9f2303241829010fa3c94b3e1ae
Source noteuspto-grants-2014_08