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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2259494Generated: November 2, 2026

(R)Methyl 1-(((1-(3-(hydroxymethyl)phenyl)-3-(2-(2-hydroxy-2-propyl)phenyl)propyl)thio)methyl)cyclopropaneacetate → Methyl 1-(((1 (R)-(3-formylphenyl)-3-(2-(1-hydroxy-1-methylethyl)phenyl)propyl)thio)methyl)cyclopropaneacetate

https://huagongshe.com/reaction/2259494

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(R)Methyl 1-(((1-(3-(hydroxymethyl)phenyl)-3-(2-(2-hydroxy-2-propyl)phenyl)propyl)thio)methyl)cyclopropaneacetateHCID 18655248—
CatalystManganese dioxideHCID 14801—
SolventEthyl AcetateHCID 8857—
ProductMethyl 1-(((1 (R)-(3-formylphenyl)-3-(2-(1-hydroxy-1-methylethyl)phenyl)propyl)thio)methyl)cyclopropaneacetateHCID 2285773983%

Reaction Steps

To the dihydroxy ester from Step 16 (6.8 g, 15.4 mmol) in EtOAc (150 mL) at 50° C. was added MnO2 (6.7 g, 76.8 mmol). After stirring for 30 minutes at 50° C. more MnO2 (6.7 g) was added, and 30 minutes later, a third portion of MnO2 (6.7 g) was added. An hour later, the warm reaction mixture was filtered through celite and the cake was washed with additional EtOAc. Evaporation of the solvents gave the desired aldehyde 5.62 g (83%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05472964
Source datasetuspto-grants-1995_12
ORD IDord-8417bed29de44cff9f15c32105b5749a
Source noteuspto-grants-1995_12