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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2106847Generated: October 25, 2026

benzyl (2S,3S,5R)-2-hexyl-3-hydroxy-5-[(tetrahydro-2H-pyran-2-yl)oxy]hexadecanoate → (2S,3S,5R)-2-hexyl-3-hydroxy-5-[(tetrahydro-2H-pyran-2-yl)oxy]hexadecanoic acid

https://huagongshe.com/reaction/2106847

Reaction equation

Participants

RoleNameHCIDCharge
Reactantbenzyl (2S,3S,5R)-2-hexyl-3-hydroxy-5-[(tetrahydro-2H-pyran-2-yl)oxy]hexadecanoateHCID 67935914—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuranHCID 8028—
Product(2S,3S,5R)-2-hexyl-3-hydroxy-5-[(tetrahydro-2H-pyran-2-yl)oxy]hexadecanoic acidHCID 57099235—

Reaction Steps

(M)(h) 430 mg of benzyl (2S,3S,5R)-2-hexyl-3-hydroxy-5-[(tetrahydro-2H-pyran-2-yl)oxy]hexadecanoate in 10 ml of THF were treated with Pd/C 10% and hydrogenated for 3 hours. The catalyst was filtered off and, after evaporation of the filtrate, the product was chromatographed on silica gel. There was obtained (2S,3S,5R)-2-hexyl-3-hydroxy-5-[(tetrahydro-2H-pyran-2-yl)oxy]hexadecanoic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04931463
Source datasetuspto-grants-1990_06
ORD IDord-74d39269ebbd4bba899a9986142d9183
Source noteuspto-grants-1990_06