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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1027138Generated: October 30, 2026

p-Toluenesulfonic acid → HCID 67387283, compound

https://huagongshe.com/reaction/1027138

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantEthyl AcetateHCID 8857—
ReactantTetrahydro-4H-pyran-4-oneHCID 121599—
ReactantMethyl N-[(benzyloxy)carbonyl]serinateHCID 323417—
SolventTolueneHCID 1140—
ProductHCID 67387283HCID 67387283—

Reaction Steps

2-Benzyloxycarbonylamino-3-hydroxy-propionic acid methyl ester (2.0 g, 7.9 mmol) was combined with tetrahydro-pyran-4-one (790 mg, 7.9 mmol). This mixture was dissolved in 120 mL of dry toluene. Catalytic amount (50 mg) of p-toluenesulfonic acid was then added to the reaction mixture which was heated under reflux overnight. It was brought to room temperature, diluted using EtOAc, and extracted using NaHCO3. Organic phase was isolated, dried over Na2SO4 and evaporated. The resulting clear oil was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08729077B2
Source datasetuspto-grants-2014_05
ORD IDord-57174259580f42c4805b28b7b90611ba
Source noteuspto-grants-2014_05