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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1681973Generated: October 25, 2026

tetrahydro-3-hexyl-4-oxo-(R)-6-undecyl-2H-pyran-2-one → (3S,4S,6R)-3-Hexyltetrahydro-4-hydroxy-6-undecyl-2H-pyran-2-one

https://huagongshe.com/reaction/1681973

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttetrahydro-3-hexyl-4-oxo-(R)-6-undecyl-2H-pyran-2-oneHCID 67855749—
CatalystAdams' catalystHCID 345198—
SolventEthyl AcetateHCID 8857—
Product(3S,4S,6R)-3-Hexyltetrahydro-4-hydroxy-6-undecyl-2H-pyran-2-oneHCID 11013671—

Reaction Steps

M)c) 8 g of an isomer mixture of tetrahydro-3-hexyl-4-oxo-(R)-6-undecyl-2H-pyran-2-one were dissolved in 2 l of ethyl acetate and 3 g of PtO2 were added. The mixture was then hydrogenated (50 bar) for 12 hours. The catalyst was filtered off and the solution was evaporated. After recrystallization there were obtained 7 g of (3S,4S,6R)-tetrahydro-3-hexyl-4-hydroxy-6-undecyl-2 H-pyran 2-one. m.p. 108°-109° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05175186
Source datasetuspto-grants-1992_12
ORD IDord-c38f190f649c449fb277fe8df81ad3f0
Source noteuspto-grants-1992_12