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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 327320Generated: October 29, 2026

HCID 131718290, compound → HCID 131718289, compound

https://huagongshe.com/reaction/327320

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 131718290HCID 131718290—
ReactantHCID 178418361HCID 178418361—
CatalystPalladium hydroxideHCID 9942167—
SolventEthyl AcetateHCID 8857—
ProductHCID 131718289HCID 13171828981.5%

Reaction Steps

After methyl (1S, 4aS, 7aR)-1-acetoxy-7-(acetoxymethyl)-1, 4a, 5, 7a-tetrahydrocyclopenta[c]pyran-4-carboxylate (100 mg, 0.0003 mol) obtained in Example 21 was dissolved in 5 ml of ethyl acetate, 20% Pd(OH)2 -C (5 mg) was added to the solution, and the reaction mixture was stirred for 24 hours in a hydrogen gas atmosphere of 1 atm. The catalyst was removed by celite filtration and the filtrate was concentrated. The residual substance was purified by chromatography using silica gel, and the solvent of the fraction obtained from hexane:ether=2:8 eluent was distilled, and a colorless oily substance was obtained, i.e., methyl (4aS, 7aR)-1, 4a, 5, 6, 7, 7a-hexahydro-7-methylcyclopenta[c]pyran-4-carboxylate (48 mg, yield=30.4%). This methyl (4aS, 7aR)-1, 4a, 5, 6, 7, 7a-hexahydro-7-methylcyclopenta[c]pyran-4-carboxylate had the following physicochemical properties.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05272172
Source datasetuspto-grants-1993_12
ORD IDord-a213f2134f684cb6869899065cc62932
Source noteuspto-grants-1993_12