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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 920566Generated: October 30, 2026

Triphenylphosphine → 3-{2-[4-(2,6-Dimethyl-benzyloxy)-phenyl]-morpholin-4-yl}-propionic acid tert-butyl ester

https://huagongshe.com/reaction/920566

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant(2,6-Dimethylphenyl)methanolHCID 186748—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
Reactant3-[2-(4-Hydroxy-phenyl)-morpholin-4-yl]-propionic acid tert-butyl esterHCID 66654062—
SolventTetrahydrofuranHCID 8028—
Product3-{2-[4-(2,6-Dimethyl-benzyloxy)-phenyl]-morpholin-4-yl}-propionic acid tert-butyl esterHCID 6703232359.5%

Reaction Steps

To a solution of 3-[2-(4-hydroxy-phenyl)-morpholin-4-yl]-propionic acid tert-butyl ester (0.45 g; 1.5 mmol) in THF (10 mL) was added 2,6-dimethylbenzyl alcohol (0.22 g; 1.6 mmol), followed by DIAD (0.43 mL; 2.2 mmol) and triphenylphosphine (0.58 g; 2.2 mmol). The resulting mixture was stirred at RT for 3 days. Subsequently, the reaction mixture was concentrated in vacuo. The residue was purified by column chromatography (SiO2, Et2O:hexanes 2:1) to afford 3-{2-[4-(2,6-dimethyl-benzyloxy)-phenyl]-morpholin-4-yl}-propionic acid tert-butyl ester (0.38 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273017B2
Source datasetuspto-grants-2016_03
ORD IDord-53ddeb1644a44c129806aafbb14b4531
Source noteuspto-grants-2016_03