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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1968911Generated: October 30, 2026

Citric Acid → 4-{[Bis(benzyloxy)phosphoryl]oxy}-3,3-dimethylbutanoic acid

https://huagongshe.com/reaction/1968911

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantCornforth reagentHCID 2724130—
ReactantDibenzyl 4-hydroxy-2,2-dimethylbutyl phosphateHCID 54009748—
SolventDimethylformamideHCID 6228—
Product4-{[Bis(benzyloxy)phosphoryl]oxy}-3,3-dimethylbutanoic acidHCID 5409365585.1%

Reaction Steps

To a solution of the product from Example 9B (0.396 g, 1.0 mmol) in DMF (10 mL) at room temperature was added pyridinium dichromate (2.3 g), and the mixture was stirred for 48 hours. 10% citric acid was added and the reaction was extracted twice with ethyl acetate. The combined organic layer was washed with brine, dried over MgSO4, filtered and evaporated. The residue was purified by chromatography on silica gel, eluting with a gradient of 0-5% methanol in chloroform, to give the title compound (0.334 g, 81%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08426388B2
Source datasetuspto-grants-2013_04
ORD IDord-c49d69730f1c4e409055f192f5b34435
Source noteuspto-grants-2013_04