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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 466284Generated: October 30, 2026

Trans-2,2-diethoxy-3,6-dimethyl-4-acetylamino-5-(4'-chlorophenylcarbamoyl)-3,4-dihydro-2H-pyran → Ethyl 2-methyl-3-acetylamino-4-(4'-chlorophenylcarbamoyl)-5-oxohexanoate

https://huagongshe.com/reaction/466284

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrans-2,2-diethoxy-3,6-dimethyl-4-acetylamino-5-(4'-chlorophenylcarbamoyl)-3,4-dihydro-2H-pyranHCID 86746202—
SolventHydrochloric AcidHCID 313—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductEthyl 2-methyl-3-acetylamino-4-(4'-chlorophenylcarbamoyl)-5-oxohexanoateHCID 14167793—

Reaction Steps

Trans-2,2-diethoxy-3,6-dimethyl-4-acetylamino-5-(4'-chlorophenylcarbamoyl)-3,4-dihydro-2H-pyran (76.5 g) (Example 18) was stirred at room temperature in a mixture of tetrahydrofuran (200 ml) and 1N hydrochloric acid (10 ml) for 16 hours. The reaction mixture was diluted with water, extracted with ethyl acetate and the organic extract dried in anhydrous magnesium sulphate and evaporated to dryness. The residual solid was triturated with diethyl ether to give ethyl 2-methyl-3-acetylamino-4-(4'-chlorophenylcarbamoyl)-5-oxohexanoate, 66 g, m.p. 169°-73° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05155236
Source datasetuspto-grants-1992_10
ORD IDord-a36026923db44fbfb6b4f036d43d9b61
Source noteuspto-grants-1992_10